(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

Base Information

Chemical Name:(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane
CAS No.:161466-50-8
Molecular Formula:C₄₄H₆₆O₄Si₂
Molecular Weight:715.177
Hs Code.:

(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

Synonyms:(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

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Chemical Property of (4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

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Technology Process of (4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

There total 5 articles about (4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane 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: 99.0%

: 994-30-9
triethylsilyl chloride

: 161466-49-5
(3R,7S,8S,8aR)-8-(2-{(4R,6S)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-ethyl)-3,7-dimethyl-3,7,8,8a-tetrahydro-2H-naphthalen-1-one

: 161466-50-8
(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo00110a051

Reference yield:

: 116996-45-3
<1S-<1α,3α,7β,8β(4S^*,6R^*),8aβ>>-8-<2-<6-<2-<<(1,1-dimethylethyl)diphenylsilyl>oxy>ethyl>-2,2-dimethyl-1,3-dioxan-4-yl>ethyl>-1,2,3,7,8,8a-hexahydro-3,7-dimethyl-1-naphthalenol

: 161466-50-8
(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / Swern oxidation

2: 99 percent / LDA, BuLi / tetrahydrofuran

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo00110a051

Reference yield:

: 75330-75-5,79952-44-6
lovastatin

: 161466-50-8
(4S,6R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-6-[2-((1S,2S,6S,8aR)-2,6-dimethyl-8-triethylsilanyloxy-1,2,6,8a-tetrahydro-naphthalen-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / LiAlH₄ / tetrahydrofuran / 5 h

2: 100 percent / imidazole / dimethylformamide / Ambient temperature

3: 82 percent / p-TsOH*H₂O

4: 87 percent / Swern oxidation

5: 99 percent / LDA, BuLi / tetrahydrofuran

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo00110a051