合成路线1
该中间体在本合成路线中的序号:
(I) When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with sec-butyl chloride (IV) in alkaline medium afforded the required 2-(sec-butylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
10180 |
Thiourea
|
62-56-6 |
CH4N2S |
详情 | 详情
|
(III) |
51800 |
6-benzyl-5-methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
|
|
C12H12N2OS |
详情 |
详情
|
(IV) |
51794 |
1-Chlorocyclopentane; Chlorocyclopentane; cyclopentyl chloride
|
930-28-9 |
C5H9Cl |
详情 | 详情
|
合成路线2
该中间体在本合成路线中的序号:
(I) Condensation of 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-benzyl-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with isobutoxy sodium salt (IV) furnished 2-isobutoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine.
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
26657 |
O-methyl isourea; [Amino(imino)methoxy]methane
|
52328-05-9 |
C2H6N2O |
详情 | 详情
|
(III) |
51790 |
6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone
|
|
C13H14N2O2 |
详情 |
详情
|
(IV) |
51779 |
sodium 2-butanolate
|
|
C4H9NaO |
详情 |
详情
|
合成路线3
该中间体在本合成路线中的序号:
(I) Condensation of 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) with O-methyl isourea (II) led to the formation of 5-methyl-6-benzyl-3,4-dihydro-2-methoxy-4-oxopyrimidine (III). Subsequent displacement of the methoxy group linked at C-2 of the pyrimidine ring by treatment with alkoxy or cyclohexoxy potassium salt furnished 2-cyclohexoxy-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
26657 |
O-methyl isourea; [Amino(imino)methoxy]methane
|
52328-05-9 |
C2H6N2O |
详情 | 详情
|
(III) |
51790 |
6-benzyl-2-methoxy-5-methyl-4(3H)-pyrimidinone
|
|
C13H14N2O2 |
详情 |
详情
|
(IV) |
51780 |
sodium cyclohexanolate
|
|
C6H11NaO |
详情 |
详情
|
合成路线4
该中间体在本合成路线中的序号:
(I) When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with methyl chloride (IV) in alkaline medium afforded the required 2-(methylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
10180 |
Thiourea
|
62-56-6 |
CH4N2S |
详情 | 详情
|
(III) |
51800 |
6-benzyl-5-methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
|
|
C12H12N2OS |
详情 |
详情
|
(IV) |
51798 |
methyl chloride; Monochloromethane; Artic; Chloromethane
|
74-87-3 |
CH3Cl |
详情 | 详情
|
合成路线5
该中间体在本合成路线中的序号:
(I) When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with isopropyl chloride (IV) in alkaline medium afforded the required 2-(isopropylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
10180 |
Thiourea
|
62-56-6 |
CH4N2S |
详情 | 详情
|
(III) |
51800 |
6-benzyl-5-methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
|
|
C12H12N2OS |
详情 |
详情
|
(IV) |
29984 |
2-chloropropane
|
75-29-6 |
C3H7Cl |
详情 | 详情
|
合成路线6
该中间体在本合成路线中的序号:
(I) When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with isobutyl chloride (IV) in alkaline medium afforded the required 2-(isobutylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
10180 |
Thiourea
|
62-56-6 |
CH4N2S |
详情 | 详情
|
(III) |
51800 |
6-benzyl-5-methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
|
|
C12H12N2OS |
详情 |
详情
|
(IV) |
13624 |
1-Chloro-2-methylpropane; Isobutyl chloride
|
513-36-0 |
C4H9Cl |
详情 | 详情
|
合成路线7
该中间体在本合成路线中的序号:
(I) When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with sec-butyl chloride (IV) in alkaline medium afforded the required 2-(sec-butylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
10180 |
Thiourea
|
62-56-6 |
CH4N2S |
详情 | 详情
|
(III) |
51800 |
6-benzyl-5-methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
|
|
C12H12N2OS |
详情 |
详情
|
(IV) |
51797 |
1-methylpropyl chloride; 2-Chlorobutane; 1-Chloro-1-methylpropane; Sec-Butyl Chloride
|
78-86-4 |
C4H9Cl |
详情 | 详情
|
合成路线8
该中间体在本合成路线中的序号:
(I) When 2-methyl-4-phenyl-3-oxobutanoic acid methyl ester (I) were reacted with thiourea (II), in the presence of sodium methoxide, condensation occurred with formation of 5-methyl-3,4-dihydro-6-benzyl-4-oxo-2-thioxopyrimidine (III). Reaction of compound (III) with ciclohexyl chloride (IV) in alkaline medium afforded the required 2-(cyclohexylthio)-5-methyl-6-benzyl-3,4-dihydro-4-oxopyrimidine
【1】
Artico, M.; Selected non-nucleoside reverse transcriptase inhibitors (NNRTIs): the DABOs family. Drugs Fut 2002, 27, 2, 159.
|
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) |
51789 |
methyl (Z)-3-hydroxy-2-methyl-4-phenyl-2-butenoate
|
|
C12H14O3 |
详情 |
详情
|
(II) |
10180 |
Thiourea
|
62-56-6 |
CH4N2S |
详情 | 详情
|
(III) |
51800 |
6-benzyl-5-methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
|
|
C12H12N2OS |
详情 |
详情
|
(IV) |
51795 |
chlorocyclohexane; Hexahydrochlorobenzene; Cyclohexyl chloride
|
542-18-7 |
C6H11Cl |
详情 | 详情
|