(7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

Base Information

Chemical Name:(7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol
CAS No.:1007401-49-1
Molecular Formula:C₃₆H₄₈O₅Si
Molecular Weight:588.86
Hs Code.:

Synonyms:(7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

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Chemical Property of (7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

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Technology Process of (7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

There total 7 articles about (7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-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: 88.0%

: 7-(tert-butyl-diphenyl-silanyloxy)-3-methoxymethoxy-heptanal

: 22273-77-4
((but-3-yn-1-yloxy)methyl)benzene

: 1007401-49-1
(7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

Guidance literature:: ((but-3-yn-1-yloxy)methyl)benzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

7-(tert-butyl-diphenyl-silanyloxy)-3-methoxymethoxy-heptanal; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;
DOI:10.3390/12020194

Reference yield:

: 176907-55-4
trans-7-(t-butyldiphenylsilyloxy)hept-2-en-1-ol

: 1007401-49-1
(7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 90 percent / molecular sieves 4 Angtroem; Ti(Oi-Pr)4; t-BuOOH / (+)-diethyl tartrate / CH₂Cl₂; benzene / -20 °C

2.1: 95 percent / Red-Al / tetrahydrofuran / 0 - 20 °C

3.1: 88 percent / pyridine / 0 - 20 °C

4.1: 82 percent / i-Pr₂NEt / 2 h / 0 - 20 °C

5.1: 100 percent / DIBAL-H / diethyl ether; hexane / 2 h / -60 °C

6.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

7.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

7.2: 88 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; (+)-Weinsaeure-diethylester; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; benzene; 1.1: Katsuki-Sharpless asymmetric epoxidation;
DOI:10.3390/12020194

Reference yield:

: 1007401-45-7
(S)-7-(tert-butyldiphenylsilyloxy)heptane-1,3-diol

: 1007401-49-1
(7S)-1-benzyloxy-11-(tert-butyldiphenylsilyloxy)-7-(methoxymethoxy)undec-3-yn-5-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 88 percent / pyridine / 0 - 20 °C

2.1: 82 percent / i-Pr₂NEt / 2 h / 0 - 20 °C

3.1: 100 percent / DIBAL-H / diethyl ether; hexane / 2 h / -60 °C

4.1: oxalyl chloride; DMSO; triethylamine / CH₂Cl₂ / -78 - 20 °C

5.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

5.2: 88 percent / tetrahydrofuran; hexane / 2 h / -78 - 20 °C

With pyridine; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane;
DOI:10.3390/12020194