合成路线1
该中间体在本合成路线中的序号:
(XIV) The reaction of adenosine (XIII) with 2-acetoxyisobutyryl bromide (XIV) in acetonitrile gives 3'-deoxy-3'-bromo-2'-O-acetyl-5'-(2,5,5-trimethyl-1,3-dioxolan-4-on-2-yl)adenosine (XV), which is submitted to hydrogenolysis with H2 over Pd/C in methanol containing triethylamine.
【1】
Russell, A.F.; et al.; Reaction of 2-acyloxyisobutyryl halides with nucleosides. II. Reactions of adenosine. J Am Chem Soc 1973, 95, 12, 4025-30.
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【2】
Castaner, J.; Hopkins, S.J.; Serradell, M.N.; Blancafort, P.; 2',3'-Dideoxyadenosine. Drugs Fut 1982, 7, 4, 244.
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中间体序号 |
中间体编号 |
品名 |
CAS号 |
分子式 |
供应商 |
用于合成 |
(XIII) |
11988 |
Adenosine; (2R,3R,4S,5R)-2-(6-Amino-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol
|
58-61-7 |
C10H13N5O4 |
详情 | 详情
|
(XIV) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(XV) |
36390 |
(2R,3R,4S,5R)-5-(6-amino-9H-purin-9-yl)-4-bromo-2-[[(2,4,4-trimethyl-5-oxo-1,3-dioxolan-2-yl)oxy]methyl]tetrahydro-3-furanyl acetate
|
|
C18H22BrN5O7 |
详情 |
详情
|
合成路线2
该中间体在本合成路线中的序号:
(II) A new synthesis of ddI has been described:
The reaction of inosine (I) with 2-acetoxyisobutyryl bromide (II) gives a mixture of two bromodiacyloxy derivatives (IIIa) and (IIIb) that, without separation, are hydrolyzed either with ammonia in methanol or with the pair Zn-Cu in the same solvent, yielding a mixture of the 2- and 3-bromo derivatives (IVa) and (IVb). The acylation of this mixture with chlorothionoformic acid O-phenyl ester and dimethylaminopyridine (DMAP) in acetonitrile gives a new mixture of the thiono esters (Va) and (Vb), which is treated with tributyltin hydride and azoisobutyronitrile (AIBN) in refluxing benzene to yield 5'-O-(2-acetoxyisobutyryl)-2',3'-didehydro-2',3'-dideoxyinosine (VI). The hydrolysis of (VI) with ammonia in methanol affords 2',3'-didehydro-2',3'-dideoxyinosine (VII), which is finally hydrogenated with H2 over Pd/C.
【1】
Dorland, E.; Serafinowski, P.; A convenient method for the synthesis of 2',3'-dideoxynucleosides. Antivir Res 1992, 17, (Suppl. 1), Abst 26.
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中间体序号 |
中间体编号 |
品名 |
CAS号 |
分子式 |
供应商 |
用于合成 |
(IIIa) |
12807 |
[(2R,3S,4S,5R)-4-(acetoxy)-3-bromo-5-(6-hydroxy-9H-purin-9-yl)tetrahydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C18H21BrN4O8 |
详情 |
详情
|
(IIIb) |
12808 |
[(2R,3R,4S,5R)-3-(acetoxy)-4-bromo-5-(6-hydroxy-9H-purin-9-yl)tetrahydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C18H21BrN4O8 |
详情 |
详情
|
(IVa) |
12809 |
[(2R,3R,4S,5R)-3-bromo-4-hydroxy-5-(6-hydroxy-9H-purin-9-yl)tetrahydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C16H19BrN4O7 |
详情 |
详情
|
(IVb) |
12810 |
[(2R,3R,4S,5R)-4-bromo-3-hydroxy-5-(6-hydroxy-9H-purin-9-yl)tetrahydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C16H19BrN4O7 |
详情 |
详情
|
(Va) |
12811 |
[(2R,3S,4S,5R)-3-bromo-5-(6-hydroxy-9H-purin-9-yl)-4-[(phenoxycarbothioyl)oxy]tetrahydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C23H23BrN4O8S |
详情 |
详情
|
(Vb) |
12812 |
[(2R,3R,4S,5R)-4-bromo-5-(6-hydroxy-9H-purin-9-yl)-3-[(phenoxycarbothioyl)oxy]tetrahydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C23H23BrN4O8S |
详情 |
详情
|
(I) |
12795 |
(2R,3S,4R,5R)-2-(Hydroxymethyl)-5-(6-hydroxy-9H-purin-9-yl)tetrahydro-3,4-furandiol; Inosine
|
58-63-9 |
C10H12N4O5 |
详情 | 详情
|
(II) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(VI) |
12813 |
[(2S,5R)-5-(6-hydroxy-9H-purin-9-yl)-2,5-dihydro-2-furanyl]methyl 2-(acetoxy)-2-methylpropanoate
|
|
C16H18N4O6 |
详情 |
详情
|
(VII) |
12799 |
9-[(2R,5S)-5-(Hydroxymethyl)-2,5-dihydro-2-furanyl]-9H-purin-6-ol
|
|
C10H10N4O3 |
详情 |
详情
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合成路线3
该中间体在本合成路线中的序号:
(IV) The oxidation of N-(benzyloxycarbonyl)-L-phenylalaninol (I) with oxalyl chloride in DMSO gives the corresponding aldehyde (II), which by dimerization with Zn dust in dichloromethane yields (2S,3R,4R,5S)-2,5-bis(benzyloxycarbonylamino)-1,6-diphenylhexane-3,4-diol (III) [along with the (2S,3S,4S,5S)-isomer]. The reaction of (III) with alpha-acetoxyisobutyryl bromide (IV) in hexane/dichloromethane affords (2S,3R,4R,5S)-2,5-bis(benzyloxycarbonylamino)-4-bromo-1,6-diphenylhexan-3-ol acetate ester (V), which is converted into the corresponding epoxide (VI) with NaOH in dioxane/water. The reduction of the epoxide (VI) with NaBH4 in THF affords (2S,3S,5S)-2,5-bis(benzyloxycarbonylamino)-1,6-diphenylhexan-3-ol (VII), which is deprotected with Ba(OH)2 in refluxing dioxane/water yielding the corresponding diamine (VIII). The cyclization of (VIII) with phenylboronic acid (IX) in refluxing toluene gives (4S,6S)-6-[1(S)-amino-2-phenylethyl]-4-benzyl-2-phenyl-1,3,2-oxaazaborinane (X), which is condensed with (5-thiazolylmethyl)(4-nitrophenyl)carbonate (XI) in THF to afford (2S,3S,5S)-5-amino-1,6-diphenyl-2-(5-thiazolylmethoxycarbonylamino) hexan-3-ol (XII). Finally, this compound is condensed with N-[N-(2-isopropylthiazol-4-ylmethyl)-N-methylaminocarbonyl]-L-valine (XIII) by means of 1-hydroxybenzotriazole (HBT) and N-[3-(dimethylamino)propyl]-N'-ethylcarbodiimide (DEC) in THF.
【1】
Graul, A.; Castañer, J.; Ritonavir. Drugs Fut 1996, 21, 7, 700.
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【2】
Al-Razzak, L.; Marsh, K.C.; Manning, L.P.; Kaul, D. (Abbott Laboratories Inc.); Pharmaceutical compsns. containing HIV protease inhibitors. EP 0732923; US 5484801; WO 9520384 .
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【3】
Kempf, D.J.; Norbeck, D.W.; Sham, H.L.; Zhao, C.; Sowin, T.J.; Reno, D.S.; Haight, A.R.; Cooper, A.J. (Abbott Laboratories Inc.); Retroviral protease inhibiting cpds. EP 0674513; EP 0727419; JP 1996505844; JP 1997118679; JP 1998087639; WO 9414436 .
|
【4】
Flentge, C.; Kempf, D.; Marsh, K.; et al.; Symmetry-based inhibitors of HIV protease with high oral bioavailability. 207th ACS Natl Meet (March 13-17, San Diego) 1994, Abst MEDI 35.
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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) |
16585 |
benzyl N-[(1S)-1-benzyl-2-hydroxyethyl]carbamate
|
|
C17H19NO3 |
详情 |
详情
|
(II) |
16586 |
benzyl N-[(1S)-1-benzyl-2-oxoethyl]carbamate
|
|
C17H17NO3 |
详情 |
详情
|
(III) |
16587 |
benzyl (1S,2R,3R,4S)-1-benzyl-4-[[(benzyloxy)carbonyl]amino]-2,3-dihydroxy-5-phenylpentylcarbamate
|
|
C34H36N2O6 |
详情 |
详情
|
(IV) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(V) |
16589 |
(1R,2R,3S)-3-[[(benzyloxy)carbonyl]amino]-1-((1S)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)-2-bromo-4-phenylbutyl acetate
|
|
C36H37BrN2O6 |
详情 |
详情
|
(VI) |
16590 |
benzyl (1S)-1-[(2R,3R)-3-((1S)-1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)oxiranyl]-2-phenylethylcarbamate
|
|
C34H34N2O5 |
详情 |
详情
|
(VII) |
16591 |
benzyl (1S,2S,4S)-1-benzyl-4-[[(benzyloxy)carbonyl]amino]-2-hydroxy-5-phenylpentylcarbamate
|
|
C34H36N2O5 |
详情 |
详情
|
(VIII) |
16592 |
(2S,3S,5S)-2,5-diamino-1,6-diphenyl-3-hexanol
|
|
C18H24N2O |
详情 |
详情
|
(IX) |
16593 |
Phenylboronic acid;Benzeneboronic acid;Phenylboron dihydroxide |
98-80-6 |
C6H7BO2 |
详情 | 详情
|
(X) |
16594 |
(1S)-1-[(4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl]-2-phenylethylamine; (1S)-1-[(4S,6S)-4-benzyl-2-phenyl-1,3,2-oxazaborinan-6-yl]-2-phenyl-1-ethanamine
|
|
C24H27BN2O |
详情 |
详情
|
(XI) |
16595 |
4-nitrophenyl 1,3-thiazol-5-ylmethyl carbonate
|
144163-97-3 |
C11H8N2O5S |
详情 | 详情
|
(XII) |
16596 |
1,3-thiazol-5-ylmethyl N-[(1S,2S,4S)-4-amino-1-benzyl-2-hydroxy-5-phenylpentyl]carbamate
|
|
C23H27N3O3S |
详情 |
详情
|
(XIII) |
16597 |
(2S)-2-([[[(2-isopropyl-1,3-thiazol-4-yl)methyl](methyl)amino]carbonyl]amino)-3-methylbutyric acid
|
|
C14H23N3O3S |
详情 |
详情
|
合成路线4
该中间体在本合成路线中的序号:
(II) The bromoacetylation of 5-fluorocytidine (I) with 2-acetoxyisobutyryl bromide (II) in acetonitrile, ethyl acetate or dichloromethane gives a mixture of two bromoacylated compounds (III) and (IV), with minor amounts of two other compounds (V) and (VI) that are separated by chromatography. The mixture of (III) and (IV), without separation, is treated with Zn/Cu in DMF or methanol/ethyl acetate to yield the unsaturated cytidine derivative (VII), which is finally deacylated by means of Na-OMe in methanol to afford the target fluorocytidine derivative.
【1】
Confalone, P.N.; Jin, F. (Pharmasset, Inc.); Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides. WO 0270533 .
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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) |
58283 |
4-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-fluoro-2(1H)-pyrimidinone
|
|
C9H12FN3O5 |
详情 |
详情
|
(II) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(III) |
58284 |
{(2R,3R,5R)-3-(acetyloxy)-5-[4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl]-4-bromotetrahydro-2-furanyl}methyl 2-(acetyloxy)-2-methylpropanoate
|
|
C17H21BrFN3O8 |
详情 |
详情
|
(IV) |
58285 |
{(2R,4S,5R)-4-(acetyloxy)-5-[4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl]-3-bromotetrahydro-2-furanyl}methyl 2-(acetyloxy)-2-methylpropanoate
|
|
C17H21BrFN3O8 |
详情 |
详情
|
(V) |
58286 |
{(2R,3R,5R)-3-(acetyloxy)-5-[4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl]-4-bromotetrahydro-2-furanyl}methyl acetate
|
|
C13H15BrFN3O6 |
详情 |
详情
|
(VI) |
58287 |
{(2R,5R)-4-(acetyloxy)-5-[4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl]-3-bromotetrahydro-2-furanyl}methyl acetate
|
|
C13H15BrFN3O6 |
详情 |
详情
|
(VII) |
58288 |
{(2S,5R)-5-[4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl]-2,5-dihydro-2-furanyl}methyl 2-(acetyloxy)-2-methylpropanoate
|
|
C15H18FN3O6 |
详情 |
详情
|
合成路线5
该中间体在本合成路线中的序号:
(II) The bromoacetylation of 5-fluorouridine (I) with 2-acetoxyisobutyryl bromide (II) in acetonitrile, ethyl acetate or dichloromethane gives a mixture of four bromoacylated compounds (III), (IV), (V) and (VI). This mixture, without separation, is treated with Zn/Ac-OH in DMF or methanol/ethyl acetate to yield two unsaturated uridine derivatives (VII) and (VIII), which are easily separated. The major isomer (VIII) is condensed with 1,2,4-triazole (IX) by means of POCl3 and TEA in acetonitrile to afford the triazolyl derivative (X), which is treated with ammonia in methanol to provide the cytidine derivative (XI). Finally, this compound is deacylated by means of NaOMe in methanol to afford the target fluorocytidine derivative.
【1】
Confalone, P.N.; Jin, F. (Pharmasset, Inc.); Method for the synthesis of 2',3'-dideoxy-2',3'-didehydronucleosides. WO 0270533 .
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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) |
32205 |
1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydro-2-furanyl]-5-fluoro-2,4(1H,3H)-pyrimidinedione; 5-Fluorouridine
|
316-46-1 |
C9H11FN2O6 |
详情 | 详情
|
(II) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(III) |
58289 |
{(2R,3R,5R)-3-(acetyloxy)-4-bromo-5-[5-fluoro-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl}methyl 2-(acetyloxy)-2-methylpropanoate
|
|
C17H20BrFN2O9 |
详情 |
详情
|
(IV) |
58290 |
{(2R,4S,5R)-4-(acetyloxy)-3-bromo-5-[5-fluoro-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl}methyl 2-(acetyloxy)-2-methylpropanoate
|
|
C17H20BrFN2O9 |
详情 |
详情
|
(V) |
58291 |
{(2R,3R,5R)-3-(acetyloxy)-4-bromo-5-[5-fluoro-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl}methyl acetate
|
|
C13H14BrFN2O7 |
详情 |
详情
|
(VI) |
58292 |
{(2R,5R)-4-(acetyloxy)-3-bromo-5-[5-fluoro-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]tetrahydro-2-furanyl}methyl acetate
|
|
C13H14BrFN2O7 |
详情 |
详情
|
(VII) |
58293 |
{(2S,5R)-5-[5-fluoro-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]-2,5-dihydro-2-furanyl}methyl acetate
|
|
C11H11FN2O5 |
详情 |
详情
|
(VIII) |
58294 |
{(2S,5R)-5-[5-fluoro-2,4-dioxo-3,4-dihydro-1(2H)-pyrimidinyl]-2,5-dihydro-2-furanyl}methyl 2-(acetyloxy)-2-methylpropanoate
|
|
C15H17FN2O7 |
详情 |
详情
|
(IX) |
13135 |
1H-1,2,4-Triazole; 1,2,4-Triazole
|
288-88-0 |
C2H3N3 |
详情 | 详情
|
(X) |
58295 |
2-({(2S,5R)-5-[5-fluoro-2-oxo-4-(1H-1,2,4-triazol-1-yl)-1(2H)-pyrimidinyl]-2,5-dihydro-2-furanyl}methoxy)-1,1-dimethyl-2-propenyl acetate
|
|
C18H20FN5O5 |
详情 |
详情
|
(XI) |
58296 |
2-({(2S,5R)-5-[4-amino-5-fluoro-2-oxo-1(2H)-pyrimidinyl]-2,5-dihydro-2-furanyl}methoxy)-1,1-dimethyl-2-propenyl acetate
|
|
C16H20FN3O5 |
详情 |
详情
|
合成路线6
该中间体在本合成路线中的序号:
(V) Reaction of dichloropurine (I) with O-methylhydroxylamine hydrochloride and N-ethyldiisopropylamine in dioxan at 50 C yielded the N-methoxy derivative (II). Subsequent treatment with a catalytic amount of NaOMe in methanol at room temperature provided a mixture of 2-chloro-N-methoxyadenosine (III) and monoacetate (IV), which were separated by flash chromatography. Treatment of monoacetate (IV) with alpha-acetoxyisobutyryl bromide (V) in acetonitrile at low temperature yielded bromide (VI), which on further treatment with 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) gave the didehydrocompound (VII). Finally, reaction with NaOMe in methanol at 50 C provided the title compound.
【1】
Knutsen, L.; Olsen, U.B.; Roberts, S.M.; Varley, D.R.; Bowler, A.N. (Novo Nordisk A/S); Novel N-alkoxyadenine derivs. acting as cytokine inhibitors. WO 9801459 .
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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) |
18701 |
(2R,3R,4R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-(2,6-dichloro-9H-purin-9-yl)tetrahydro-3-furanyl acetate
|
|
C16H16Cl2N4O7 |
详情 |
详情
|
(II) |
18702 |
(2R,3R,4R)-4-(acetoxy)-2-[(acetoxy)methyl]-5-[2-chloro-6-(methoxyamino)-9H-purin-9-yl]tetrahydro-3-furanyl acetate
|
|
C17H20ClN5O8 |
详情 |
详情
|
(III) |
18703 |
(3R,4S,5R)-2-[2-chloro-6-(methoxyamino)-9H-purin-9-yl]-5-(hydroxymethyl)tetrahydro-3,4-furandiol
|
|
C11H14ClN5O5 |
详情 |
详情
|
(IV) |
18704 |
[(2R,3S,4R)-5-[2-chloro-6-(methoxyamino)-9H-purin-9-yl]-3,4-dihydroxytetrahydro-2-furanyl]methyl acetate
|
|
C13H16ClN5O6 |
详情 |
详情
|
(V) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(VI) |
18706 |
[(2R,3S,4S)-4-(acetoxy)-3-bromo-5-[2-chloro-6-(methoxyamino)-9H-purin-9-yl]tetrahydro-2-furanyl]methyl acetate
|
|
C15H17BrClN5O6 |
详情 |
详情
|
(VII) |
18707 |
[(4R)-4-(acetoxy)-5-[2-chloro-6-(methoxyamino)-9H-purin-9-yl]-4,5-dihydro-2-furanyl]methyl acetate
|
|
C15H16ClN5O6 |
详情 |
详情
|
合成路线7
该中间体在本合成路线中的序号:
(II) Treatment of 2-amino-6-chloro-9-beta-D-ribofuranosylpurine (I) with acetoxyisobutyryl bromide (II) led to a mixture of acetoxy bromo derivatives (III) and (IV) which, upon reductive treatment with activated zinc, furnished the 2',3'-dehydro compound (V). Deprotection of (V) with K2CO3 in aqueous methanol provided the free nucleoside (VI). Finally, nucleophilic displacement of the chlorine of (VI) with cyclopropylamine (VII) afforded the target compound.
【1】
Chu, C.K.; Ray, A.S.; Anderson, K.S.; Yang, Z.; Novel use of a guanosine prodrug approach to convert 2',3'-didehydro-2',3'-dideoxyguanosine into a viable antiviral agent. Antimicrob Agents Chemother 2002, 46, 3, 887.
|
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) |
55888 |
(2R,3S,4R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydro-3,4-furandiol
|
|
C10H12ClN5O4 |
详情 |
详情
|
(II) |
12806 |
2-bromo-1,1-dimethyl-2-oxoethyl acetate; alpha-Acetoxy-isobutyryl bromide
|
40635-67-4 |
C6H9BrO3 |
详情 | 详情
|
(III) |
55889 |
(2R,5R)-2-(2-amino-6-chloro-9H-purin-9-yl)-4-bromo-5-{[(2,4,4-trimethyl-5-oxo-1,3-dioxolan-2-yl)oxy]methyl}tetrahydro-3-furanyl acetate
|
|
C18H21BrClN5O7 |
详情 |
详情
|
(IV) |
55890 |
(2R,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-4-bromo-2-{[(2,4,4-trimethyl-5-oxo-1,3-dioxolan-2-yl)oxy]methyl}tetrahydro-3-furanyl acetate
|
|
C18H21BrClN5O7 |
详情 |
详情
|
(V) |
55891 |
2-{[(2S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2,5-dihydro-2-furanyl]methoxy}-2,5,5-trimethyl-1,3-dioxolan-4-one
|
|
C16H18ClN5O5 |
详情 |
详情
|
(VI) |
55892 |
[(2S,5R)-5-(2-amino-6-chloro-9H-purin-9-yl)-2,5-dihydro-2-furanyl]methanol
|
|
C10H10ClN5O2 |
详情 |
详情
|
(VII) |
12263 |
Cyclopropylamine; Cyclopropanamine
|
765-30-0 |
C3H7N |
详情 | 详情
|