(2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl

Base Information

• Chemical Name: (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl
• CAS No.: 1217446-43-9
• Molecular Formula: C₁₁H₂₀N₂O₄*ClH
• Molecular Weight: 280.752
• Mol file: 1217446-43-9.mol

Synonyms:(2R,4S)-1-tert-Butyl 2-Methyl 4-aMinopyrrolidine-1,2-dicarboxylate hydrochloride;Methyl (2R,4S)-4-amino-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylate hydrochloride

Chemical Property of (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl

Chemical Property:

• PSA: 81.86000
• LogP: 1.93630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(2R,4S)-4-Amino-1-boc-pyrrolidine-2-carboxylicAcidMethylEsterHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl

There total 9 articles about (2R,4S)-4-AMINO-1-BOC-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER-HCl 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: 89.0%

N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester (84520-68-3) → (2S,4S)-4-aminopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester hydrochloride (1217446-43-9)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; for 16h; under 2327.2 Torr;

DOI:10.1016/0040-4020(95)00592-V

Reference yield:

1-(1,1-dimethylethyl) 2-methyl (2S,4R)-4-amino-1,2-pyrrolidinedicarboxylate (121148-00-3,1018667-18-9) → (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester hydrochloride (1217446-43-9)

Guidance literature:

With hydrogenchloride; In methanol; water; at 20 ℃; for 0.25h;

Reference yield:

(R)-4-hydroxy-L-proline ethyl ester (1499-56-5,775275-31-5,790644-51-8,754962-86-2) → (2S,4S)-4-aminopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester hydrochloride (1217446-43-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / N-methylmorpholine; 4-(dimethylamino)pyridine / dimethylformamide / 13 h / 55 °C

2: 72 percent / pyridine / 13 h

3: sodium azide / dimethylformamide / 20 h / 55 °C

4: H₂; aq. HCl / palladium on carbon / ethanol / 24 h / 2068.59 Torr

With 4-methyl-morpholine; pyridine; hydrogenchloride; dmap; sodium azide; hydrogen; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo0603936

upstream raw materials:

N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester

(R)-4-hydroxy-L-proline ethyl ester

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

(2S,4R)-4-(methylsulfonyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butylester-2-methylester

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