{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

Base Information

Chemical Name:{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol
CAS No.:900519-37-1
Molecular Formula:C₃₅H₅₈O₇Si
Molecular Weight:618.927
Hs Code.:

{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

Synonyms:{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

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Chemical Property of {(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

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Technology Process of {(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

There total 9 articles about {(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol 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:

: 900519-36-0
(2S,5R,6R,8R,10R)-10-(tert-Butyl-dimethyl-silanyloxymethyl)-2-[6-(4-methoxy-benzyloxy)-2-methylene-hexyl]-5-methyl-5-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadecane

: 900519-37-1
{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

Guidance literature:: With pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; at 20 ℃;
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

: 900519-37-1
{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

Guidance literature:: Multi-step reaction with 9 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

7.1: 2.876 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

8.1: nBuLi / toluene; hexane / 1 h / 20 °C

8.2: 2.184 g / toluene; hexane / 1 h / 20 °C

9.1: 1.822 g / HF*py / tetrahydrofuran; pyridine / 20 °C

With 1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; 5.1: Swern oxidation / 7.1: 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

: 900519-37-1
{(2R,6R,8R,10S,13R)-10-[6-(4-Methoxy-benzyloxy)-2-methylene-hexyl]-13-methyl-13-triethylsilanyloxy-1,7,9-trioxa-dispiro[5.1.5.2]pentadec-2-yl}-methanol

Guidance literature:: Multi-step reaction with 7 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

5.1: 2.876 g / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

6.1: nBuLi / toluene; hexane / 1 h / 20 °C

6.2: 2.184 g / toluene; hexane / 1 h / 20 °C

7.1: 1.822 g / HF*py / tetrahydrofuran; pyridine / 20 °C

With 1H-imidazole; n-butyllithium; oxalyl dichloride; hydrogen; tert.-butyl lithium; pyridine hydrogenfluoride; dimethyl sulfoxide; triethylamine; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; 3.1: Swern oxidation / 5.1: Swern oxidation;
DOI:10.1021/ja0618954