cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline

Base Information Edit

Chemical Name:cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline
CAS No.:158459-11-1
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:
Mol file:158459-11-1.mol

Synonyms:cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline

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Chemical Property of cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline Edit

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

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Technology Process of cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline

There total 2 articles about cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline 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:

: 198969-16-3
(2R,4R)-4-Benzyloxy-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester

: 158459-11-1
cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline

Guidance literature:: (2R,4R)-4-Benzyloxy-pyrrolidine-1,2-dicarboxylic acid 2-benzyl ester 1-tert-butyl ester; With lithium hydroxide; water; In 1,4-dioxane; at 20 ℃;

With hydrogenchloride; In water; ethyl acetate;

Reference yield:

: 100-39-0
benzyl bromide

: 135042-12-5,946610-68-0
(4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline

: 158459-11-1
cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline

Guidance literature:: (4R)-1-(tert-butoxycarbonyl)-4-hydroxy-D-proline; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃;

benzyl bromide; In tetrahydrofuran; mineral oil; at 0 - 20 ℃;
DOI:10.1021/jm1016126

Reference yield:

: 158459-11-1
cis-4-benzyloxy-N-tert-butoxycarbonyl-D-proline

: N-((2R,4R)-1-Benzoyl-4-benzyloxy-pyrrolidin-2-ylmethyl)-guanidine

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / methanol

2: dichloromethane; water

3: lithium borohydride; 9-methoxy-9-BBN

4: triphenylphosphine; diethylazodicarboxylate

5: hydrogenchloride / toluene

With hydrogenchloride; lithium borohydride; thionyl chloride; 9-methoxy-9-BBN; triphenylphosphine; diethylazodicarboxylate; In methanol; dichloromethane; water; toluene; 1: Esterification / 2: Acylation / 3: Reduction / 4: Condensation / 5: acidolysis / 6: Condensation;
DOI:10.1016/S0960-894X(00)00482-0