Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester
CAS No.:609817-38-1
Molecular Formula:C₃₉H₇₄O₈SSi₂
Molecular Weight:759.249
Hs Code.:

Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

Synonyms:Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

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Chemical Property of Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

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Technology Process of Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

There total 7 articles about Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester 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:

: 124-63-0
methanesulfonyl chloride

: 609817-36-9
(Z)-(4R,5R,12S)-1-benzyloxy-4-(tert-butyldimethylsilanyloxy)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-13-methoxymethoxy-12-methyltridec-9-en-6-one

: 609817-38-1
Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

Guidance literature:: (Z)-(4R,5R,12S)-1-benzyloxy-4-(tert-butyldimethylsilanyloxy)-5-[(S)-2-(tert-butyldimethylsilanyloxy)-1-methylethyl]-13-methoxymethoxy-12-methyltridec-9-en-6-one; With lithium triethylborohydride; In tetrahydrofuran; at -78 - 20 ℃;

methanesulfonyl chloride; With pyridine; at 20 ℃;
DOI:10.1021/ol035368q

Reference yield:

: 112763-37-8
(2R)-1-(methoxymethoxy)-2-methyl-3-(p-tolylsulfonyloxy)propane

: 609817-38-1
Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: dimethylsulfoxide / 70 °C

2.1: DIBAL / diethyl ether / -78 - 20 °C

2.2: H₃O⁺ / diethyl ether

3.1: 85 percent / KHMDS / diethyl ether / -78 °C

4.1: TBAF / tetrahydrofuran / 0 - 20 °C

4.2: 80 percent / PPh₃; I₂; imidazole / CH₂Cl₂ / 0 °C

5.1: t-BuLi / diethyl ether / -78 °C

6.1: diethyl ether / 0.5 h / -78 °C

6.2: 86 percent / collidine / diethyl ether / -78 - 20 °C

7.1: LiEt₃BH / tetrahydrofuran / -78 - 20 °C

7.2: pyridine / 20 °C

With tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium hexamethylsilazane; diisobutylaluminium hydride; lithium triethylborohydride; In tetrahydrofuran; diethyl ether; dimethyl sulfoxide; 3.1: Wittig reaction;
DOI:10.1021/ol035368q

Reference yield:

: 112763-39-0
(3S)-4-(methoxymethoxy)-3-methylbutanal

: 609817-38-1
Methanesulfonic acid (Z)-(1R,7S)-1-{(1S,2R)-5-benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-methyl-ethyl]-pentyl}-8-methoxymethoxy-7-methyl-oct-4-enyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 85 percent / KHMDS / diethyl ether / -78 °C

2.1: TBAF / tetrahydrofuran / 0 - 20 °C

2.2: 80 percent / PPh₃; I₂; imidazole / CH₂Cl₂ / 0 °C

3.1: t-BuLi / diethyl ether / -78 °C

4.1: diethyl ether / 0.5 h / -78 °C

4.2: 86 percent / collidine / diethyl ether / -78 - 20 °C

5.1: LiEt₃BH / tetrahydrofuran / -78 - 20 °C

5.2: pyridine / 20 °C

With tetrabutyl ammonium fluoride; tert.-butyl lithium; potassium hexamethylsilazane; lithium triethylborohydride; In tetrahydrofuran; diethyl ether; 1.1: Wittig reaction;
DOI:10.1021/ol035368q