(E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

Base Information

Chemical Name:(E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester
CAS No.:111998-99-3
Molecular Formula:C₃₃H₄₆O₇SSi
Molecular Weight:614.876
Hs Code.:

Synonyms:(E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

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Chemical Property of (E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

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Technology Process of (E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

There total 4 articles about (E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl 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:

: 111998-96-0
2-deoxy-5-O-tosylribofuranose

: 111998-99-3
(E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / tetrahydrofuran / 3 h / 60 °C

2: 92 percent / K₂CO₃ / ethanol / 3 h

3: 95 percent / Et₃N / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 20 deg C, 1 h

With potassium carbonate; triethylamine; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jo00237a007

Reference yield:

: 79308-54-6
(E)-(S)-5-Hydroxy-5-(R)-oxiranyl-pent-2-enoic acid ethyl ester

: 111998-99-3
(E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 20 deg C, 1 h

With triethylamine; In dichloromethane;
DOI:10.1021/jo00237a007

Reference yield:

: 111998-97-1
(E)-(5S,6R)-5,6-Dihydroxy-7-(toluene-4-sulfonyloxy)-hept-2-enoic acid ethyl ester

: 111998-99-3
(E)-(5S,6R)-14-(tert-Butyl-diphenyl-silanyloxy)-6-hydroxy-5-methanesulfonyloxy-tetradec-2-en-8-ynoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 92 percent / K₂CO₃ / ethanol / 3 h

2: 95 percent / Et₃N / CH₂Cl₂ / 1.) -78 deg C, 10 min, 2.) 20 deg C, 1 h

With potassium carbonate; triethylamine; In ethanol; dichloromethane;
DOI:10.1021/jo00237a007