(3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester
CAS No.:139255-60-0
Molecular Formula:C₂₀H₃₀N₂O₅S
Molecular Weight:410.535
Hs Code.:

Synonyms:(3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

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Chemical Property of (3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

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Technology Process of (3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

There total 10 articles about (3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl 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:

: 851-06-9
bis(p-toluenesulfonyl) sulfur diimide

: 139255-60-0
(3aS,4S,5R,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 2) K₂CO₃ / 1) CH₂Cl₂, a) 0 deg C, 1 h, b) room temperature, 16 h, 2) H₂O, MeOH, 5 h

2: 1) thexylborane, 2) 10percent aq. NaOH, 30percent aq. H₂O₂ / 1) THF, room temperature, 16 h, 2) a) 0 deg C, 1 h, b) room temperature, 2 h

With sodium hydroxide; thexylborane; dihydrogen peroxide; potassium carbonate;
DOI:10.1016/S0040-4020(01)81870-6

Reference yield:

: 851-06-9
bis(p-toluenesulfonyl) sulfur diimide

: 139255-60-0
(3aS,4S,5S,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / b) aq. K₂CO₃ / a) CH₂Cl₂, 0 deg C to r.t.

2: 1) thexylborane, 2) aq. H₂O₂ / 1) THF

3: oxidation, epimerization, reduction sequence

With thexylborane; dihydrogen peroxide; potassium carbonate;
DOI:10.1016/S0040-4039(00)60166-1

Reference yield:

: 139228-12-9
tert-butyl (3aR,6aS)-5-methylene-1,3,3a,4,6,6a-hexahydrocyclopenta[c]pyrrole-2-carboxylate

: 139255-60-0
(3aS,4S,5S,6aR)-5-Hydroxymethyl-4-(toluene-4-sulfonylamino)-hexahydro-cyclopenta[c]pyrrole-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / b) aq. K₂CO₃ / a) CH₂Cl₂, 0 deg C to r.t.

2: 1) thexylborane, 2) aq. H₂O₂ / 1) THF

3: oxidation, epimerization, reduction sequence

With thexylborane; dihydrogen peroxide; potassium carbonate;
DOI:10.1016/S0040-4039(00)60166-1