rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

Base Information

Chemical Name:rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene
CAS No.:112946-37-9
Molecular Formula:C₂₈H₄₄O₄Si
Molecular Weight:472.74
Hs Code.:

rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

Synonyms:rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

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Chemical Property of rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

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Technology Process of rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

There total 15 articles about rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 99474-48-3,99529-34-7,122923-96-0,122999-24-0
rel-<1R(E),5R,8R>-Ethyl 5-(8-iodo-7-oxo-6-oxabicyclo<3.2.1>oct-2-en-1-yl)-2-methyl-2-pentenoate

: 112946-37-9
rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

Guidance literature:: Multi-step reaction with 11 steps

1: n-Bu₃SnH / AIBN / benzene / 3.5 h / 60 °C

2: 95 percent / LiAlH₄ / tetrahydrofuran / 1 h

3: 98 percent / imidazole / dimethylformamide / 18.5 h / 35 °C

4: 87 percent / MCPBA / CH₂Cl₂ / 68 h / Ambient temperature

5: 69 percent / LiNEt₂ / diethyl ether; hexane / 0.25 h / Ambient temperature

6: 67 percent / EtNH₂, Li / 1.5 h

7: CH₂Cl₂

8: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 1 h, 2.) 65 min

9: 1.) CeCl₃ / 1.) THF, 35 min, 2.) 2 h

10: 1.) SOCl₂, pyridine, 2.) LiAlH₄ / 1.) 1 h, 2.) ether, 1 h, room temp.; 1 h, reflux

11: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 1 h, 2.) 50 min

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; (COCl₂)2; lithium diethylamide; tri-n-butyl-tin hydride; lithium; ethylamine; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00201a035

Reference yield:

: 85585-60-0,114837-68-2
rel-(1S,5S,8R)-8-iodo-1-(3-oxopropyl)-6-oxabicyclo<3.2.1>oct-2-en-7-one

: 112946-37-9
rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

Guidance literature:: Multi-step reaction with 12 steps

1: 94.4 percent / benzene / 4.5 h / 75 °C

2: n-Bu₃SnH / AIBN / benzene / 3.5 h / 60 °C

3: 95 percent / LiAlH₄ / tetrahydrofuran / 1 h

4: 98 percent / imidazole / dimethylformamide / 18.5 h / 35 °C

5: 87 percent / MCPBA / CH₂Cl₂ / 68 h / Ambient temperature

6: 69 percent / LiNEt₂ / diethyl ether; hexane / 0.25 h / Ambient temperature

7: 67 percent / EtNH₂, Li / 1.5 h

8: CH₂Cl₂

9: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 1 h, 2.) 65 min

10: 1.) CeCl₃ / 1.) THF, 35 min, 2.) 2 h

11: 1.) SOCl₂, pyridine, 2.) LiAlH₄ / 1.) 1 h, 2.) ether, 1 h, room temp.; 1 h, reflux

12: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 1 h, 2.) 50 min

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; (COCl₂)2; lithium diethylamide; tri-n-butyl-tin hydride; lithium; ethylamine; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,2'-azobis(isobutyronitrile); In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00201a035

Reference yield:

: 99474-53-0,122999-30-8
rel-(1R,3aS,7R,7aS)-1-<2-Hydroxy-1(S)-methylethyl>-1,2,3,6,7,7a-hexahydro-7,3a-(epoxymethano)-3aH-inden-9-one

: 112946-37-9
rel-(1S,3aR,7aS)-1-<2-<<(1,1-Dimethylethyl)dimethylsilyl>oxy>-1(S)-methylethyl>-3a-formyl-1,2,3,6,7,7a-hexahydro-4-<(2,5-dimethoxyphenyl)methyl>-3aH-indene

Guidance literature:: Multi-step reaction with 9 steps

1: 98 percent / imidazole / dimethylformamide / 18.5 h / 35 °C

2: 87 percent / MCPBA / CH₂Cl₂ / 68 h / Ambient temperature

3: 69 percent / LiNEt₂ / diethyl ether; hexane / 0.25 h / Ambient temperature

4: 67 percent / EtNH₂, Li / 1.5 h

5: CH₂Cl₂

6: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 1 h, 2.) 65 min

7: 1.) CeCl₃ / 1.) THF, 35 min, 2.) 2 h

8: 1.) SOCl₂, pyridine, 2.) LiAlH₄ / 1.) 1 h, 2.) ether, 1 h, room temp.; 1 h, reflux

9: 1.) (COCl₂)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, 1 h, 2.) 50 min

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; thionyl chloride; cerium(III) chloride; (COCl₂)2; lithium diethylamide; lithium; ethylamine; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00201a035