(4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

Base Information

Chemical Name:(4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one
CAS No.:880344-69-4
Molecular Formula:C₃₀H₄₆O₄Si₂
Molecular Weight:526.864
Hs Code.:

Synonyms:(4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

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Chemical Property of (4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

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Technology Process of (4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

There total 6 articles about (4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one 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:

: 880344-67-2
(S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-5,6-dihydro-pyran-2-one

: 917-54-4
methyllithium

: (4S,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

: 880344-69-4
(4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

Guidance literature:: methyllithium; With CuCN; In diethyl ether; at -78 - 0 ℃; for 1h;

(S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-5,6-dihydro-pyran-2-one; In diethyl ether; at -78 ℃; for 0.333333h; Title compound not separated from byproducts;
DOI:10.1021/ja0547477

Reference yield:

: 79364-35-5
(S)-1-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)but-3-en-1-ol

: 880344-69-4
(4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 73 percent / DCC; 4-DMAP / CH₂Cl₂ / 18 h / 25 °C

2.1: 95 percent / Grubbs first generation catalyst / CH₂Cl₂ / 5 h / 40 °C

3.1: aq. AcOH / 2 h / 55 °C

4.1: 2.95 g / 4-DMAP; Et₃N / CH₂Cl₂ / 4 h / 0 - 25 °C

5.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

6.1: CuCN / diethyl ether / 1 h / -78 - 0 °C

6.2: diethyl ether / 0.33 h / -78 °C

With 2,6-dimethylpyridine; dmap; Grubbs catalyst first generation; acetic acid; triethylamine; dicyclohexyl-carbodiimide; In diethyl ether; dichloromethane;
DOI:10.1021/ja0547477

Reference yield:

: 210294-35-2
(6S)-6-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-5,6-dihydropyran-2-one

: 880344-69-4
(4R,6S)-6-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-triethylsilanyloxy-ethyl]-4-methyl-tetrahydro-pyran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. AcOH / 2 h / 55 °C

2.1: 2.95 g / 4-DMAP; Et₃N / CH₂Cl₂ / 4 h / 0 - 25 °C

3.1: 88 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4.1: CuCN / diethyl ether / 1 h / -78 - 0 °C

4.2: diethyl ether / 0.33 h / -78 °C

With 2,6-dimethylpyridine; dmap; acetic acid; triethylamine; In diethyl ether; dichloromethane;
DOI:10.1021/ja0547477