(2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

Base Information

Chemical Name:(2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester
CAS No.:1344158-31-1
Molecular Formula:C₂₆H₂₉NO₄
Molecular Weight:419.521
Hs Code.:

Synonyms:(2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

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Chemical Property of (2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

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Technology Process of (2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

There total 7 articles about (2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) 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:

: 931-50-0
cyclohexylmagnesium bromide

: 1344158-31-1
(2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

Guidance literature:: Multi-step reaction with 6 steps

1: chloro-trimethyl-silane; (methylsulfonyl)methane-bromo copper / 2 h / -78 - 20 °C

2: dimethylsulfide borane complex / tetrahydrofuran / 1 h / Reflux

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

4: chromium(VI) oxide; sulfuric acid; water / acetone / 5 h / 20 °C

5: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C

6: sodium carbonate / 1,4-dioxane; water / 18 h / 20 °C

With chromium(VI) oxide; chloro-trimethyl-silane; dimethylsulfide borane complex; sulfuric acid; (methylsulfonyl)methane-bromo copper; tetrabutyl ammonium fluoride; water; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetone;
DOI:10.1016/j.bmc.2011.08.020

Reference yield:

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 462123-82-6
(2S,3R)-3-Cyclohexyl-pyrrolidine-2-carboxylic acid

: 1344158-31-1
(2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

Guidance literature:: With sodium carbonate; In 1,4-dioxane; water; at 20 ℃; for 18h;
DOI:10.1016/j.bmc.2011.08.020

Reference yield:

: 1344158-12-8
(2S,3R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3-cyclohexyl-pyrrolidine-1-carboxylic acid tert-butyl ester

: 1344158-31-1
(2S,3R)-3-cyclohexyl-pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester

Guidance literature:: Multi-step reaction with 4 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 20 °C

2: chromium(VI) oxide; sulfuric acid; water / acetone / 5 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 0.75 h / 0 °C

4: sodium carbonate / 1,4-dioxane; water / 18 h / 20 °C

With chromium(VI) oxide; sulfuric acid; tetrabutyl ammonium fluoride; water; sodium carbonate; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetone;
DOI:10.1016/j.bmc.2011.08.020