(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

Base Information

Chemical Name:(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester
CAS No.:138505-86-9
Molecular Formula:C₃₃H₄₄O₄Si
Molecular Weight:532.795
Hs Code.:

Synonyms:(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

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Chemical Property of (S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

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Technology Process of (S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

There total 13 articles about (S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester 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: 82.0%

: 138505-85-8
8-<(1S,2S,4aR,6R,8S,8aS)-6-<(tert-butyldiphenylsilyl)oxy>-1,2,4a,5,6,7,8,8a-octahydro-1-(hydroxymethyl)-2-methylnaphthalenyl> 2(S)-methylbutyrate

: 138505-86-9
(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; for 0.333333h;
DOI:10.1021/jm00096a015

Reference yield:

: 138505-81-4
ethyl (1S,2S,4aR,6R,8S,8aS)-1,2,4a,5,6,7,8,8a-octahydro-6,8-dihydroxy-2-methylnaphthalene-1-carboxylate

: 138505-86-9
(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: imidazole / dimethylformamide / 16 h

2: LiAlH₄ / diethyl ether / 1 h

3: 86 percent / CH₂Cl₂ / 18 h

4: 0.734 g / DMAP, pyridine / CH₂Cl₂ / 26 h

5: 85 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

6: 82 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.33 h

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00096a015

Reference yield:

: 138505-80-3
ethyl (1S,2S,4aR,6R,8S,8aS)-6-acetoxy-1,2,4a,5,6,7,8,8a-octahydro-8-hydroxy-2-methylnaphthalene-1-carboxylate

: 138505-86-9
(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-3-(tert-butyl-diphenyl-silanyloxy)-8-formyl-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / sodium ethoxide / ethanol / 0.5 h

2: imidazole / dimethylformamide / 16 h

3: LiAlH₄ / diethyl ether / 1 h

4: 86 percent / CH₂Cl₂ / 18 h

5: 0.734 g / DMAP, pyridine / CH₂Cl₂ / 26 h

6: 85 percent / p-toluenesulfonic acid monohydrate / methanol / 2 h

7: 82 percent / DMSO, (COCl)2 / CH₂Cl₂ / 0.33 h

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; oxalyl dichloride; sodium ethanolate; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00096a015