(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

Base Information

Chemical Name:(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester
CAS No.:382148-59-6
Molecular Formula:C₂₁H₄₁NO₄SSi
Molecular Weight:431.712
Hs Code.:

Synonyms:(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

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Chemical Property of (1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

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Technology Process of (1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

There total 4 articles about (1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic 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: 73.0%

: 382148-63-2
(1R,3S,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-cyano-5-(1-ethyl-propoxy)-cyclohexanecarboxylic acid ethyl ester

: 382148-59-6
(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

: 382148-64-3
(1R,3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: With hexamethyldisilathiane; sodium methylate; In N,N-dimethyl acetamide; at 20 ℃;
DOI:10.1021/ol010175t

Reference yield:

: 382148-62-1
(3R,4S,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-cyano-3-(1-ethyl-propoxy)-cyclohex-1-enecarboxylic acid ethyl ester

: 382148-59-6
(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / H₂ / Pd/C / ethyl acetate / 2585.81 Torr

2: 73 percent / (TMS)2S; NaOMe / N,N-dimethyl-acetamide / 20 °C

With hexamethyldisilathiane; hydrogen; sodium methylate; palladium on activated charcoal; In N,N-dimethyl acetamide; ethyl acetate;
DOI:10.1021/ol010175t

Reference yield:

: 204254-96-6,1217834-81-5,1266663-89-1,2413185-89-2
(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester

: 382148-59-6
(1R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(1-ethyl-propoxy)-5-thiocarbamoyl-cyclohexanecarboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / toluene / 20 °C

2: 87 percent / imidasole / dimethylformamide / 20 °C

3: 91 percent / H₂ / Pd/C / ethyl acetate / 2585.81 Torr

4: 73 percent / (TMS)2S; NaOMe / N,N-dimethyl-acetamide / 20 °C

With 1H-imidazole; hexamethyldisilathiane; hydrogen; sodium methylate; palladium on activated charcoal; In N,N-dimethyl acetamide; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol010175t