(5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

Base Information

Chemical Name:(5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester
CAS No.:85442-94-0
Molecular Formula:C₁₈H₂₈O₆Si
Molecular Weight:368.502
Hs Code.:

Synonyms:(5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

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Chemical Property of (5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

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Technology Process of (5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

There total 4 articles about (5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl 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: 50.0%

: 85442-93-9
[2,2-Bis-methoxycarbonyl-2-((1R,6R)-5-methoxycarbonyl-6-triethylsilanyloxy-cyclohexa-2,4-dienyloxy)-ethyl]-trimethyl-ammonium; iodide

: 85442-94-0
(5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

Guidance literature:: With sodium hydroxide; In methanol; at 0 ℃;
DOI:10.1021/ja00348a070

Reference yield:

: 85442-91-7
(5R,6R)-5-Hydroxy-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

: 85442-94-0
(5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: rhodium acetate / benzene / 60 °C

2: 1.) (C₂H₅)3N / 1.) CH₂Cl₂

3: 50 percent / aq. NaOH / methanol / 0 °C

With rhodium(II) acetate; sodium hydroxide; triethylamine; In methanol; benzene;
DOI:10.1021/ja00348a070

Reference yield:

: 85442-90-6
(1R,2R,6R)-2-Triethylsilanyloxy-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester

: 85442-94-0
(5S,6S)-5-(1-Methoxycarbonyl-vinyloxy)-6-triethylsilanyloxy-cyclohexa-1,3-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / diethyl ether; methanol / Ambient temperature

2: rhodium acetate / benzene / 60 °C

3: 1.) (C₂H₅)3N / 1.) CH₂Cl₂

4: 50 percent / aq. NaOH / methanol / 0 °C

With rhodium(II) acetate; sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In methanol; diethyl ether; benzene;
DOI:10.1021/ja00348a070