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

Base Information

Chemical Name: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
CAS No.:138505-85-8
Molecular Formula:C₃₃H₄₆O₄Si
Molecular Weight:534.811
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 12 articles about 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 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: 85.0%

: 138505-84-7
(S)-2-Methyl-butyric acid (1S,3R,4aR,7S,8S,8aS)-8-(tert-butyl-dimethyl-silanyloxymethyl)-3-(tert-butyl-diphenyl-silanyloxy)-7-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-yl ester

: 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

Guidance literature:: With toluene-4-sulfonic acid; In methanol; for 2h;
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

: 138505-85-8
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

Guidance literature:: Multi-step reaction with 5 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

With pyridine; 1H-imidazole; dmap; lithium aluminium tetrahydride; toluene-4-sulfonic acid; 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

: 138505-85-8
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

Guidance literature:: Multi-step reaction with 6 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

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