• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】18123

【品名】1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone

【CA登记号】99-93-4

【 分 子 式 】C8H8O2

【 分 子 量 】136.15032

【元素组成】C 70.57% H 5.92% O 23.5%

与该中间体有关的原料药合成路线共 9 条

合成路线1

该中间体在本合成路线中的序号:(II)

The reaction of 2-iodo-5-methylbenzoic acid (I) with 4-hydroxyacetophenone (II) by means of K2CO3 in nitrobenzene at 150 C gives 2-(4-acetylphenoxy)-5-methylbenzoic acid (III), which by reduction with LiAlH4 in refluxing THF is converted into 2-[4-(1-hydroxyethyl)phenoxy]-5-methylbenzyl alcohol (IV). The reaction of (IV) with SOCl2 in refluxing CHCl3 affords 2-[4-(1-chloroethyl)phenoxy]-5-methylbenzyl chloride (V), which is treated with NaCN in refluxing dioxane ethanol-water yielding the dinitrile (VI). The hydrolysis of (VI) with KOH in refluxing ethanol-water gives 2-[4-[2-(carboxymethyl)-4-methylphenoxy]phenyl]propionic acid (VII), which is finally cyclized by treatment with polyphosphoric acid (PPA) at 120 C.

1 Uno, H.; Nagai, Y.; Nakamura, H.; Dibenz[b,f]oxepin and dibenzo[b,f]thiepin derivatives, process for preparation thereof, method of using the same, and compositions thereof. EP 0003893; ES 477791; JP 1393170C; JP 54122284; US 4238620 .
2 Serradell, M.N.; Arrigoni-Martelli, E.; Castaner, J.; AD-1590. Drugs Fut 1984, 9, 6, 399.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 34151 2-iodo-5-methylbenzoic acid 52548-14-8 C8H7IO2 详情 详情
(II) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(III) 34152 2-(4-acetylphenoxy)-5-methylbenzoic acid C16H14O4 详情 详情
(IV) 34153 1-[4-[2-(hydroxymethyl)-4-methylphenoxy]phenyl]-1-ethanol C16H18O3 详情 详情
(V) 34154 1-[4-(1-chloroethyl)phenoxy]-2-(chloromethyl)-4-methylbenzene; 4-(1-chloroethyl)phenyl 2-(chloromethyl)-4-methylphenyl ether C16H16Cl2O 详情 详情
(VI) 34155 2-[4-[4-methyl-2-(2-nitriloethyl)phenoxy]phenyl]propanenitrile C18H16N2O 详情 详情
(VII) 34156 2-[4-[2-(2-hydroxy-2-oxoethyl)-4-methylphenoxy]phenyl]propionic acid C18H18O5 详情 详情

合成路线2

该中间体在本合成路线中的序号:(V)

The chloromethylation of 4-hydroxyacetophenone (V) with formaldehyde and HCl in hot water gives 3-chloromethyl-4-hydroxyacetophenone (VI), which is treated with acetic anhydride-sodium acetate in refluxing acetic acid to afford 3-acetoxymethyl-4-acetoxyacetophenone (VII). The bromination of (VII) with Br2 in chloroform yields after hydrolysis 3-hydroxymethyl-4-hydroxyphenacyl bromide (VIII), which is condensed with benzyl tert-butylamine (II) in refluxing benzene giving alpha-(N-benzyl-N-tert-butylamino)-4-hydroxy-3-hydroxymethylacetophenone (IX). Finally, this compound is hydrogenated with H2 over Pd/C in ethanol. An alternative method of hydrogenation of (IX) is its reduction with NaBH4 - ethanol, to afford the previously obtained product (IV), which is reduced with H2 over Pd/C in ethanol.

1 Lunts, L.H.C.; et al.; GB 1200886 .
2 Castaner, J.; Blancafort, P.; Serradell, M.N.; Hopkins, S.J.; Albuterol. Drugs Fut 1979, 4, 9, 629.
3 Collin, D.T.; et al.; Saligenin analogs of sympathomimetic catecholamines. J Med Chem 1970, 13, 4, 674-680.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(II) 24700 N-benzyl-2-methyl-2-propanamine 3378-72-1 C11H17N 详情 详情
(IV) 39614 4-[2-[benzyl(tert-butyl)amino]-1-hydroxyethyl]-2-(hydroxymethyl)phenol C20H27NO3 详情 详情
(V) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(VI) 39615 1-[3-(chloromethyl)-4-hydroxyphenyl]-1-ethanone C9H9ClO2 详情 详情
(VII) 39616 5-acetyl-2-(acetoxy)benzyl acetate C13H14O5 详情 详情
(VIII) 39617 2-bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl]-1-ethanone C9H9BrO3 详情 详情
(IX) 39618 2-[benzyl(tert-butyl)amino]-1-[4-hydroxy-3-(hydroxymethyl)phenyl]-1-ethanone C20H25NO3 详情 详情

合成路线3

该中间体在本合成路线中的序号:(I)

The cyclization of 4-hydroxyacetophenone (I) with 3-chloro-3-methyl-1-butyne (II) gives 6-acetyl-2,2-dimethyl-2H-1-benzopyran (III), which is enantioselectively epoxidized by means of Mn+3 salen catalysts, yielding the chiral epoxide (IV). The cleavage of the epoxide ring of (IV) with ammonia in ethanol affords the (3R,4S)-trans-aminoalcohol (V). The acylation of (V) with 3-chloro-4-fluorobenzoyl chloride (VI) and triethylamine yields the (3R,4S)-trans-amide (VII). The cyclization of (VII) by means of diethylaminosulfur trifluoride (DAST) in dichloromethane affords the (3aS-cis)-oxazoline (VIII), which is finally treated with 5N H2SO4.

1 Chan, W.N.; et al.; Synthesis of novel trans-4-(substituted-benzamido)-3, 4-dihydro-2H-benzo[b]-pyran-3-ol derivatives as potential anticonvulsant agents with a distinctive binding profile. J Med Chem 1996, 39, 23, 4537.
2 Castañer, J.; Leeson, P.; Rabasseda, X.; Tonabersat. Drugs Fut 1999, 24, 10, 1078.
3 Chan, W.N.; Morgan, H.K.A.; Thompson, M.; Evans, J.M. (SmithKline Beecham plc); Benzopyrans and their use as therapeutic agents. EP 0764157; JP 1998501251; US 5760074; WO 9534545 .
4 Thompson, M.; Evans, J.M.; Upton, N.; Chan, W.N.; Vong, K.K.; Willette, R.N. (SmithKline Beecham plc); Bicyclic cpds. with pharmaceutical activity. EP 0673373; JP 1996505132; US 5908860; WO 9413656 .
5 Attrill, R.P.; Bell, D.; Miller, D. (SmithKline Beecham plc); Chiral catalysts and epoxidation reactions catalyzed thereby. WO 9403271 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(II) 22416 3-chloro-3-methyl-1-butyne 1111-97-3 C5H7Cl 详情 详情
(III) 28706 1-(2,2-dimethyl-2H-chromen-6-yl)-1-ethanone C13H14O2 详情 详情
(IV) 28707 1-[(1aR,7bR)-2,2-dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-6-yl]-1-ethanone C13H14O3 详情 详情
(V) 28708 1-[(3R,4S)-4-amino-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl]-1-ethanone C13H17NO3 详情 详情
(VI) 24370 3-chloro-4-fluorobenzoyl chloride 65055-17-6 C7H3Cl2FO 详情 详情
(VII) 28709 N-[(3R,4S)-6-acetyl-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-4-yl]-3-chloro-4-fluorobenzamide C20H19ClFNO4 详情 详情
(VIII) 28713 1-[(3aS,9bS)-2-(3-chloro-4-fluorophenyl)-4,4-dimethyl-3a,9b-dihydro-4H-chromeno[4,3-d][1,3]oxazol-8-yl]-1-ethanone C20H17ClFNO3 详情 详情

合成路线4

该中间体在本合成路线中的序号:(I)

The cyclization of 4-hydroxyacetophenone (I) with 3-chloro-3-methyl-1-butyne (II) gives 5-acetyl-2,2-dimethyl-2H-1-benzopyran (III), which is enantioselectively epoxidized catalyzed by chiral salen Mn(III) catalysts to yield the (3R,4R)-epoxide (IV). The reaction of (IV) with ammonia in ethanol affords the (3R,4S)-aminoalcohol (V), which is finally acylated with 4-fluorobenzoyl chloride (VI) and TEA in dichloromethane to provide the target amide. Alternatively, the target amide can also be obtained by direct cleavage of the epoxide ring of (IV) with 4-fluorobenzamide (VII) by means of tBu-OK in tert-butanol.

1 Chan, W.N.; et al.; Synthesis of novel trans-4-(substituted-benzamido)-3, 4-dihydro-2H-benzo[b]-pyran-3-ol derivatives as potential anticonvulsant agents with a distinctive binding profile. J Med Chem 1996, 39, 23, 4537.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(II) 22416 3-chloro-3-methyl-1-butyne 1111-97-3 C5H7Cl 详情 详情
(III) 28706 1-(2,2-dimethyl-2H-chromen-6-yl)-1-ethanone C13H14O2 详情 详情
(IV) 28707 1-[(1aR,7bR)-2,2-dimethyl-1a,7b-dihydro-2H-oxireno[2,3-c]chromen-6-yl]-1-ethanone C13H14O3 详情 详情
(V) 28708 1-[(3R,4S)-4-amino-3-hydroxy-2,2-dimethyl-3,4-dihydro-2H-chromen-6-yl]-1-ethanone C13H17NO3 详情 详情
(VI) 17263 4-fluorobenzoyl chloride 403-43-0 C7H4ClFO 详情 详情
(VII) 37090 4-fluorobenzamide 824-75-9 C7H6FNO 详情 详情

合成路线5

该中间体在本合成路线中的序号:(I)

Nitration of 4-hydroxyacetophenone with KNO3 in cold H2SO4 gave the 3-nitro derivative (II), which was protected as the benzyl ether (III) with benzyl bromide in DMF. Hydrogenation of the nitro group of (III) over PtO2 afforded aniline (IV), and further treatment of (IV) with methanesulfonyl chloride in pyridine provided sulfonamide (V). Subsequent alpha-bromination of the acetophenone (V) was achieved using CuBr2 in a refluxing mixture of EtOAc and CHCl3. Asymmetric reduction of the ketone with borane in the presence of the chiral oxazaborolidine (VII), (prepared in situ from (R)-a,a-diphenyl-2-pyrrolidinemethanol (VIII) and trimethylboroxine (IX) in boiling toluene), provided the (R)-alcohol (X). The bromo group of (X) was then substituted for a iodo group upon treatment with NaI in acetone, and the resulting (IX) was protected as the triethylsilyl ether (XII) with Et3SiCl in the presence of imidazole and dimethylaminopyridine. Reaction of 4,4'-dihydroxybenzophenone (XIII) with chlorodifluoromethane and t-BuOK yielded the bis(difluoromethyl) ether (XIV). The benzhydryl amine (XV) was then obtained by reductive amination with ammonium formate at 160 C, followed by acid hydrolysis of the intermediate formamide. Condensation of iodide (XII) with benzhydryl amine (XV) in the presence of diisopropyl ethylamine in THF at 110 C in a sealed flask provided the secondary amine (XVI). Finally, the target compound was obtained by desilylation with tetrabutylammonium fluoride, followed by hydrogenolysis of the benzyl protecting group.

1 Washburn, W.N.; Girotra, R.N.; Sher, P.M.; Mikkilineni, A.B.; Poss, K.M.; Mathur, A.; Gavai, A.; Bisacchi, G.S. (Bristol-Myers Squibb Co.); Catecholamine surrogates useful as B3 agonists. CA 2138675; EP 0659737; JP 1995206806; US 5776983 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(II) 20626 1-(4-hydroxy-3-nitrophenyl)-1-ethanone 6322-56-1 C8H7NO4 详情 详情
(III) 20627 1-[4-(benzyloxy)-3-nitrophenyl]-1-ethanone C15H13NO4 详情 详情
(IV) 20628 1-[3-amino-4-(benzyloxy)phenyl]-1-ethanone C15H15NO2 详情 详情
(V) 20629 N-[5-acetyl-2-(benzyloxy)phenyl]methanesulfonamide C16H17NO4S 详情 详情
(VI) 20630 N-[2-(benzyloxy)-5-(2-bromoacetyl)phenyl]methanesulfonamide C16H16BrNO4S 详情 详情
(VII) 20631 (R)-Methyl oxazaborolidine; (3aR)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole 112022-83-0 C18H20BNO 详情 详情
(VIII) 20632 diphenyl[(2R)pyrrolidinyl]methanol C17H19NO 详情 详情
(IX) 20633 2,4,6-trimethylboroxin 823-96-1 C3H9B3O3 详情 详情
(X) 20634 N-[2-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]phenyl]methanesulfonamide C16H18BrNO4S 详情 详情
(XI) 20635 N-[2-(benzyloxy)-5-[(1R)-1-hydroxy-2-iodoethyl]phenyl]methanesulfonamide C16H18INO4S 详情 详情
(XII) 20636 N-(2-(benzyloxy)-5-[(1R)-2-iodo-1-[(triethylsilyl)oxy]ethyl]phenyl)methanesulfonamide C22H32INO4SSi 详情 详情
(XIII) 20637 bis(4-hydroxyphenyl)methanone 611-99-4 C13H10O3 详情 详情
(XIV) 20638 bis[4-(difluoromethoxy)phenyl]methanone C15H10F4O3 详情 详情
(XV) 20639 bis[4-(difluoromethoxy)phenyl]methylamine; bis[4-(difluoromethoxy)phenyl]methanamine C15H13F4NO2 详情 详情
(XVI) 20640 N-(2-(benzyloxy)-5-[(1R)-2-([bis[4-(difluoromethoxy)phenyl]methyl]amino)-1-[(triethylsilyl)oxy]ethyl]phenyl)methanesulfonamide C37H44F4N2O6SSi 详情 详情

合成路线6

该中间体在本合成路线中的序号:(I)

4-Hydroxyacetophenone (I) was nitrated with KNO3 in H2SO4 to give (II). Alkylation of the phenolic hydroxyl of (II) with benzyl bromide afforded benzyl ether (III). The nitro group of (III) was then reduced by catalytic hydrogenation to yield aniline (IV), which was converted to sulfonamide (V) upon treatment with mesyl chloride and pyridine. Bromination of (V) with CuBr2 produced the bromoacetophenone (VI), which by reduction with BH3-Me2S in the presence of the chiral auxiliary agent (VII) furnished the (R)-alcohol (VIII). After displacement of the bromo group of (VIII) with NaI, the resulting iodoalcohol (IX) was protected as the silyl ether (X) by treatment with triethyl chlorosilane and imidazole.

1 Washburn, W.N.; Girotra, R.N.; Sher, P.M.; Mikkilineni, A.B.; Poss, K.M.; Mathur, A.; Gavai, A.; Bisacchi, G.S. (Bristol-Myers Squibb Co.); Catecholamine surrogates useful as B3 agonists. CA 2138675; EP 0659737; JP 1995206806; US 5776983 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(II) 20626 1-(4-hydroxy-3-nitrophenyl)-1-ethanone 6322-56-1 C8H7NO4 详情 详情
(III) 20627 1-[4-(benzyloxy)-3-nitrophenyl]-1-ethanone C15H13NO4 详情 详情
(IV) 20628 1-[3-amino-4-(benzyloxy)phenyl]-1-ethanone C15H15NO2 详情 详情
(V) 20629 N-[5-acetyl-2-(benzyloxy)phenyl]methanesulfonamide C16H17NO4S 详情 详情
(VI) 20630 N-[2-(benzyloxy)-5-(2-bromoacetyl)phenyl]methanesulfonamide C16H16BrNO4S 详情 详情
(VII) 28292 (S)-Methyl oxazaborolidine; (3aS)-1-methyl-3,3-diphenyltetrahydro-3H-pyrrolo[1,2-c][1,3,2]oxazaborole 112022-81-8 C18H20BNO 详情 详情
(VIII) 20634 N-[2-(benzyloxy)-5-[(1R)-2-bromo-1-hydroxyethyl]phenyl]methanesulfonamide C16H18BrNO4S 详情 详情
(IX) 20635 N-[2-(benzyloxy)-5-[(1R)-1-hydroxy-2-iodoethyl]phenyl]methanesulfonamide C16H18INO4S 详情 详情
(X) 20636 N-(2-(benzyloxy)-5-[(1R)-2-iodo-1-[(triethylsilyl)oxy]ethyl]phenyl)methanesulfonamide C22H32INO4SSi 详情 详情

合成路线7

该中间体在本合成路线中的序号:(II)

Aldol condensation between 3,4-dichlorobenzaldehyde (I) and 4'-hydroxyacetophenone (II) in hydroalcoholic NaOH yielded chalcone (III). Then, Mannich reaction of (III) with N,N-dimethylmethyleneammonium chloride (IV) in refluxing acetonitrile provided the bis(dimethylamino) compound as the dihydrochloride.

1 Dimmock, J.R.; et al.; Cytotoxic activities of Mannich bases of chalcones and related compounds. J Med Chem 1998, 41, 7, 1014-1026.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 18122 3,4-Dichlorobenzaldehyde 6287-38-3 C7H4Cl2O 详情 详情
(II) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(III) 18124 (E)-3-(3,4-dichlorophenyl)-1-(4-hydroxyphenyl)-2-propen-1-one C15H10Cl2O2 详情 详情
(IV) 18125 dimethyl(methylene)-lambda(5)-azane C3H9N 详情 详情

合成路线8

该中间体在本合成路线中的序号:(VI)

Urocanic acid (I) was hydrogenated to imidazolepropionic acid (II) and then esterified with EtOH and H2SO4. The resulting imidazole ester (III) was protected as the N-trityl derivative (IV) and then reduced to alcohol (V) by means of LiAlH4 (1). Coupling of (V) with 4'-hydroxyacetophenone (VI) under Mitsunobu conditions furnished ether (VII). The trityl protecting group of (VII) was then cleaved by acidic treatment to give (VIII). Finally, condensation of (VIII) with hydroxylamine provided the target E-oxime.

1 Derrick, I.; et al.; 3-Deoxyclocinnamox: The first high-affinity, nonpeptide mu-opioid antagonist lacking a phenolic hydroxyl group. J Med Chem 2000, 43, 17, 3348.
2 Imidazole derivs. as histamine receptor H3 (ant)agonists. EP 0760811; FR 2732017; JP 1998501001; WO 9629315 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 27420 Urocanic acid; (E)-3-(1H-imidazol-4-yl)-2-propenoic acid 104-98-3 C6H6N2O2 详情 详情
(II) 27421 3-(1H-imidazol-4-yl)propionic acid C6H8N2O2 详情 详情
(III) 27422 ethyl 3-(1H-imidazol-4-yl)propanoate C8H12N2O2 详情 详情
(IV) 27423 ethyl 3-(1-trityl-1H-imidazol-4-yl)propanoate C27H26N2O2 详情 详情
(V) 27424 3-(1-trityl-1H-imidazol-4-yl)-1-propanol C25H24N2O 详情 详情
(VI) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(VII) 44104 1-[4-[3-(1-trityl-1H-imidazol-4-yl)propoxy]phenyl]-1-ethanone C33H30N2O2 详情 详情
(VIII) 44105 1-[4-[3-(1H-imidazol-4-yl)propoxy]phenyl]-1-ethanone C14H16N2O2 详情 详情

合成路线9

该中间体在本合成路线中的序号:(XII)

An alternative method, suitable for large-scale synthesis, has been described: The chloromethylation of 4'-hydroxyacetophenone (XII) using formaldehyde and HCl gave (XIII). Displacement of the chloride group with NaCN provided nitrile (XIV), which was further hydrolyzed to the carboxylic acid (XV). Esterification of (XV) with methanol and sulfuric acid yields (XVI), whose phenolic hydroxyl group was protected as the benzyl ether (XVII) by alkylation with benzyl chloride. Subsequent bromination of ketone (XVII) yielded the phenacyl bromide (XVIII). The chiral amino alcohol (XX) was prepared from (-)-camphor (XIX) by ketone oxidation in position alpha with SeO2, followed by condensation with hydroxylamine and reduction with LiAlH4. Asymmetric reduction of the bromo ketone (XVIII) with borane in the presence of aluminum triethoxide and the chiral auxiliary (XX) provided the desired (R)-bromohydrin (XXI). The hydroxyl groups of (XXI) were then protected by silylation with tert-butyldimethylsilyl chloride, yielding (XXII). Condensation of the silyl-protected bromide (XXII) with (S)-2[(2-amino-1,2,3,4-tetrahydronaphthalen-7-yl)oxy]-N,N-dimethylacetamide (XXIII) furnished adduct (XXIV).

1 Yanagi, T.; et al.; The practical synthesis of a uterine relaxant, bis (2-{[2S)-2-({(2R)-2-hydroxy-2-[4-hydroxy-3-(2-hydroxyethyl)-phenyl]ethyl}amino)-1,2,3,4-tetrahydronaphthalen-7-yl]oxy}-N,N-dimethylacetamide)sulfate (KUR-1246). Chem Pharm Bull 2001, 49, 8, 1018.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XII) 18123 1-(4-hydroxyphenyl)-1-ethanone; 4'-Hydroxyacetophenone 99-93-4 C8H8O2 详情 详情
(XIII) 39615 1-[3-(chloromethyl)-4-hydroxyphenyl]-1-ethanone C9H9ClO2 详情 详情
(XIV) 50683 2-(5-acetyl-2-hydroxyphenyl)acetonitrile C10H9NO2 详情 详情
(XV) 50684 2-(5-acetyl-2-hydroxyphenyl)acetic acid C10H10O4 详情 详情
(XVI) 50685 methyl 2-(5-acetyl-2-hydroxyphenyl)acetate C11H12O4 详情 详情
(XVII) 50686 methyl 2-[5-acetyl-2-(benzyloxy)phenyl]acetate C18H18O4 详情 详情
(XVIII) 50687 methyl 2-[2-(benzyloxy)-5-(2-bromoacetyl)phenyl]acetate C18H17BrO4 详情 详情
(XIX) 17415 (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one 464-49-3 C10H16O 详情 详情
(XX) 50688 (1R,2S,3R,4S)-3-amino-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol C10H19NO 详情 详情
(XXI) 50689 (1R)-1-[4-(benzyloxy)-3-(2-hydroxyethyl)phenyl]-2-bromo-1-ethanol C17H19BrO3 详情 详情
(XXII) 50690 ([(1R)-1-[4-(benzyloxy)-3-(2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)phenyl]-2-bromoethyl]oxy)(tert-butyl)dimethylsilane; benzyl 4-((1R)-2-bromo-1-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-2-(2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)phenyl ether C29H47BrO3Si2 详情 详情
(XXIII) 50691 2-[[(7S)-7-amino-5,6,7,8-tetrahydro-2-naphthalenyl]oxy]-N,N-dimethylacetamide C14H20N2O2 详情 详情
(XXIV) 50692 2-([(7S)-7-[((2R)-2-[4-(benzyloxy)-3-(2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)phenyl]-2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)amino]-5,6,7,8-tetrahydro-2-naphthalenyl]oxy)-N,N-dimethylacetamide C43H66N2O5Si2 详情 详情
Extended Information