Technology Process of {(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl}-carbamic acid methyl ester
There total 18 articles about {(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl}-carbamic acid methyl ester which
guide to synthetic route it.
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synthetic route:
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177977-05-8
{(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl}-carbamic acid methyl ester
- Guidance literature:
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Multi-step reaction with 6 steps
1.1: 80 percent / N-chlorosuccinimide; aq. AgNO3 / acetonitrile / 0.33 h / 0 °C
2.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / 0 °C
2.2: 91.1 percent / hexane; tetrahydrofuran / 1.5 h / 0 °C
3.1: 100 percent / Et3SiH / 10percent Pd/C / acetone / 1.5 h / 20 °C
4.1: 100 percent / aq. NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 20 °C
5.1: diphenylphosphoryl azide; Et3N / dimethylformamide / 0.5 h / 60 °C
6.1: 3.30 g / CuCl / dimethylformamide / 40 h / 20 °C
With
triethylsilane; sodium chlorite; sodium dihydrogenphosphate; N-chloro-succinimide; n-butyllithium; 2-methyl-but-2-ene; diphenylphosphoranyl azide; silver nitrate; triethylamine; copper(l) chloride;
10percent Pd/C;
In
tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol;
6.1: Curtius rearrangement;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K
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177977-03-6
(4R,5S)-3-{(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbonyl}-4-methyl-5-phenyl-oxazolidin-2-one
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177977-05-8
{(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl}-carbamic acid methyl ester
- Guidance literature:
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Multi-step reaction with 5 steps
1.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / 0 °C
1.2: 91.1 percent / hexane; tetrahydrofuran / 1.5 h / 0 °C
2.1: 100 percent / Et3SiH / 10percent Pd/C / acetone / 1.5 h / 20 °C
3.1: 100 percent / aq. NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 20 °C
4.1: diphenylphosphoryl azide; Et3N / dimethylformamide / 0.5 h / 60 °C
5.1: 3.30 g / CuCl / dimethylformamide / 40 h / 20 °C
With
triethylsilane; sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; diphenylphosphoranyl azide; triethylamine; copper(l) chloride;
10percent Pd/C;
In
tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
5.1: Curtius rearrangement;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K
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177977-13-8
(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbothioic acid S-ethyl ester
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177977-05-8
{(1R,2R,4aS,8aR)-2-[4-(4-Methoxy-benzyloxy)-butyl]-6-oxo-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl}-carbamic acid methyl ester
- Guidance literature:
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Multi-step reaction with 4 steps
1: 100 percent / Et3SiH / 10percent Pd/C / acetone / 1.5 h / 20 °C
2: 100 percent / aq. NaClO2; NaH2PO4; 2-methyl-2-butene / 2-methyl-propan-2-ol / 1 h / 20 °C
3: diphenylphosphoryl azide; Et3N / dimethylformamide / 0.5 h / 60 °C
4: 3.30 g / CuCl / dimethylformamide / 40 h / 20 °C
With
triethylsilane; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; triethylamine; copper(l) chloride;
10percent Pd/C;
In
N,N-dimethyl-formamide; acetone; tert-butyl alcohol;
4: Curtius rearrangement;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K