(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

Base Information

Chemical Name:(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol
CAS No.:400737-16-8
Molecular Formula:C₂₆H₄₄O₆Si
Molecular Weight:480.717
Hs Code.:

Synonyms:(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

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Chemical Property of (2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

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Technology Process of (2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

There total 12 articles about (2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol 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: 70.0%

: 400737-13-5
tert-Butyl-((S)-1-{(S)-2-[(S)-2-(3,4-dimethoxy-phenyl)-[1,3]dioxolan-4-yl]-1-methoxy-ethyl}-hex-4-ynyloxy)-dimethyl-silane

: 400737-16-8
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 0.5h;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M

Reference yield:

: tert-Butyl-((S)-1-{(S)-2-[2-(3,4-dimethoxy-phenyl)-[1,3]dioxolan-4-yl]-1-methoxy-ethyl}-hex-4-ynyloxy)-dimethyl-silane

: 400737-16-8
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 30h;
DOI:10.1021/ja0304953

Reference yield:

: 268736-71-6
tert-butyl-[1-(4-methoxy-benzyloxymethyl)-pent-4-ynyloxy]-dimethyl-silane

: 400737-16-8
(2S,4S,5S)-5-(tert-Butyl-dimethyl-silanyloxy)-2-(3,4-dimethoxy-benzyloxy)-4-methoxy-dec-8-yn-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 95 percent / nBuLi / tetrahydrofuran / 2 h / -78 - 25 °C

2.1: 97 percent / DDQ / CH₂Cl₂; H₂O / 0 - 25 °C

3.1: 90 percent / TPAP; NMO; molecular sieves / CH₂Cl₂ / 2 h / 0 - 25 °C

4.1: diethyl ether / 1 h / -100 °C

4.2: 85 percent / NaBO₃*4H₂O / tetrahydrofuran; H₂O / 12 h / 25 °C

5.1: 85 percent / 2,6-di-tert-butyl-4-methyl pyridine / CH₂Cl₂ / 24 h / 40 °C

6.1: 85 percent / K₃[Fe(CN)6]; K₂CO₃; (DHQ)2*PYR / OsO₄ / 2-methyl-propan-2-ol; H₂O / 12 h / 0 °C

7.1: 99 percent / CSA / toluene / 12 h / 110 °C

8.1: 70 percent / DIBAL-H / CH₂Cl₂ / 0.5 h / -78 °C

With n-butyllithium; N-methyl-2-indolinone; 2,6-di-tert-butyl-4-methylpyridine; molecular sieve; tetrapropylammonium perruthennate; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); camphor-10-sulfonic acid; diisobutylaluminium hydride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; potassium hexacyanoferrate(III); osmium(VIII) oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1002/1521-3773(20011015)40:20<3849::AID-ANIE3849>3.0.CO;2-M