1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

Base Information

Chemical Name:1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol
CAS No.:900519-34-8
Molecular Formula:C₄₀H₇₂O₈Si₂
Molecular Weight:737.178
Hs Code.:

1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

Synonyms:1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

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Chemical Property of 1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

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Technology Process of 1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

There total 7 articles about 1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-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: 100.0%

: 900519-33-7
[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-acetaldehyde

: 164933-38-4
1-{[(4-iodobutyl)oxy]methyl}-4-methoxybenzene

: 900519-34-8
1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

Guidance literature:: 1-{[(4-iodobutyl)oxy]methyl}-4-methoxybenzene; With tert.-butyl lithium; In diethyl ether; pentane; at -78 ℃; for 0.25h;

[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-acetaldehyde; In diethyl ether; pentane; at -78 - 0 ℃; for 0.5h;
DOI:10.1021/ja0618954

Reference yield:

: (2S,5R,10R)-2-(2-Benzyloxy-ethyl)-10-hydroxymethyl-5-methyl-1,7,9-trioxa-dispiro[5.1.5.2]pentadecan-5-ol

: 900519-34-8
1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

2.1: 92 percent / TBAF / tetrahydrofuran / 0.17 h / 0 °C

3.1: imidazole / dimethylformamide / 20 °C

4.1: 72 mg / H₂ / Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 20 °C

5.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

6.1: tBuLi / diethyl ether; pentane / 0.25 h / -78 °C

6.2: 100 percent / diethyl ether; pentane / 0.5 h / -78 - 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 5.1: Swern oxidation;
DOI:10.1021/ja0618954

Reference yield:

: 900519-30-4
[(2R,6R,8R,10S,13R)-10-(2-Benzyloxy-ethyl)-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-methanol

: 900519-34-8
1-[(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl]-6-(4-methoxy-benzyloxy)-hexan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: imidazole / dimethylformamide / 20 °C

2.1: 72 mg / H₂ / Pd(OH)2/C / tetrahydrofuran; methanol / 2 h / 20 °C

3.1: 94 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

4.1: tBuLi / diethyl ether; pentane / 0.25 h / -78 °C

4.2: 100 percent / diethyl ether; pentane / 0.5 h / -78 - 0 °C

With 1H-imidazole; oxalyl dichloride; hydrogen; tert.-butyl lithium; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; pentane; 3.1: Swern oxidation;
DOI:10.1021/ja0618954