Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

Base Information

Chemical Name:Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester
CAS No.:333788-83-3
Molecular Formula:C₃₉H₆₆O₈SSi₂
Molecular Weight:751.185
Hs Code.:

Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

Synonyms:Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

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Chemical Property of Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

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Technology Process of Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

There total 14 articles about Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-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: 98.0%

: 124-63-0
methanesulfonyl chloride

: 333788-82-2
(Z)-(2R,3R,8R,9S)-9-Benzyloxy-2,8-bis-(tert-butyl-dimethyl-silanyloxy)-1-(4-methoxy-benzyloxy)-undec-5-en-3-ol

: 333788-83-3
Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

Guidance literature:: With dmap; TEA; In dichloromethane;
DOI:10.1016/S0040-4039(00)02281-4

Reference yield:

: 84379-53-3
2-O-benzyl-3,4-O-isopropylidene-L-threitol

: 333788-83-3
Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / TEA; DMAP / CH₂Cl₂

2: 93 percent / diethyl ether / -65 - 0 °C

3: 97 percent / PPTS / ethanol / 80 °C

4: 100 percent / TEA; DMAP / CH₂Cl₂ / 60 °C

5: 98 percent / TEA; DMAP / CH₂Cl₂

6: 96 percent / TBAF / tetrahydrofuran

7: 93 percent / EDA / dimethylsulfoxide / 0 °C

8: 98 percent / AgNO₃; pyridine / acetonitrile

9: 78 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

10: 99 percent / H₂; quinoline / Lindlar cat. / methanol

11: 98 percent / TEA; DMAP / CH₂Cl₂

With pyridine; quinoline; diazoacetic acid ethyl ester; dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; silver nitrate; Lindlar catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile; 9: Yamaguchi coupling reaction;
DOI:10.1016/S0040-4039(00)02281-4

Reference yield:

: 131446-96-3
(S)-2-(benzyloxy)-2-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethyl 4-methylbenzenesulfonate

: 333788-83-3
Methanesulfonic acid (Z)-(1R,6R,7S)-7-benzyloxy-6-(tert-butyl-dimethyl-silanyloxy)-1-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-benzyloxy)-ethyl]-non-3-enyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 93 percent / diethyl ether / -65 - 0 °C

2: 97 percent / PPTS / ethanol / 80 °C

3: 100 percent / TEA; DMAP / CH₂Cl₂ / 60 °C

4: 98 percent / TEA; DMAP / CH₂Cl₂

5: 96 percent / TBAF / tetrahydrofuran

6: 93 percent / EDA / dimethylsulfoxide / 0 °C

7: 98 percent / AgNO₃; pyridine / acetonitrile

8: 78 percent / n-BuLi; BF₃*OEt₂ / tetrahydrofuran / -78 °C

9: 99 percent / H₂; quinoline / Lindlar cat. / methanol

10: 98 percent / TEA; DMAP / CH₂Cl₂

With pyridine; quinoline; diazoacetic acid ethyl ester; dmap; n-butyllithium; TEA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; pyridinium p-toluenesulfonate; silver nitrate; Lindlar catalyst; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; acetonitrile; 8: Yamaguchi coupling reaction;
DOI:10.1016/S0040-4039(00)02281-4