Methyl (2R,4R)-1-Boc-4-aminopyrrolidine-2-carboxylate

Base Information

• Chemical Name: Methyl (2R,4R)-1-Boc-4-aminopyrrolidine-2-carboxylate
• CAS No.: 1018667-18-9
• Molecular Formula: C₁₁H₂₀N₂O₄
• Molecular Weight: 244.291
• DSSTox Substance ID: DTXSID50427829
• Wikidata: Q72441887
• Mol file: 1018667-18-9.mol

Synonyms:1018667-18-9;Methyl (2R,4R)-1-Boc-4-aminopyrrolidine-2-carboxylate;1146160-08-8;1-O-tert-butyl 2-O-methyl (2R,4R)-4-aminopyrrolidine-1,2-dicarboxylate;1-tert-Butyl 2-methyl (2R,4R)-4-aminopyrrolidine-1,2-dicarboxylate;Methyl (2R,4R)-4-aminopyrrolidine-2-carboxylate, N1-BOC protected;MFCD08704544;(2R,4R)-1-tert-butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate;rel-(2R,4R)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate;N-Boc-(2R,4R)-4-Amino-D-proline methyl ester;SCHEMBL2328122;DTXSID50427829;AKOS016015852;AS-32199;CS-0054572;A894181;1-tert-butyl-2-methyl(2R,4R)-4-aminopyrrolidine-1,2-dicarboxylate;1-tert-Butyl O2-methyl (2R,4R)-4-aminopyrrolidine-1,2-dicarboxylate;rel-(2R,4R)-1-tert-Butyl2-methyl4-aminopyrrolidine-1,2-dicarboxylate

Chemical Property of Methyl (2R,4R)-1-Boc-4-aminopyrrolidine-2-carboxylate

Chemical Property:

• Boiling Point: 320.7±42.0 °C(Predicted)
• PKA: 9.05±0.40(Predicted)
• PSA: 81.86000
• Density: 1.151
• LogP: 1.13430
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 244.14230712
• Heavy Atom Count: 17
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

1-tert-Butyl 2-methyl (2R,4R)-4-aminopyrrolidine-1,2-dicarboxylate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(CC1C(=O)OC)N
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@@H](C[C@@H]1C(=O)OC)N

Technology Process of Methyl (2R,4R)-1-Boc-4-aminopyrrolidine-2-carboxylate

There total 53 articles about Methyl (2R,4R)-1-Boc-4-aminopyrrolidine-2-carboxylate 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: 98.5%

N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester (84520-68-3) → (2S,4S)-4-amino-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester (121148-01-4,1018667-18-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In 1,4-dioxane; for 24h;

Reference yield: 97.3%

1-tert-butyl 2-methyl (2S,4R)-4-azido-1,2-pyrrolidinedicarboxylate (121147-97-5) → 1-(1,1-dimethylethyl) 2-methyl (2S,4R)-4-amino-1,2-pyrrolidinedicarboxylate (121148-00-3,1018667-18-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h;

Reference yield: 97.0%

tert-butyl (2S)-2-methoxycarbonyl-4-azidopyrrolidine-1-carboxylate → tert-butyl (2S)-2-methoxycarbonyl-4-aminopyrrolidine-1-carboxylate (1018667-18-9)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h;

upstream raw materials:

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

di-tert-butyl dicarbonate

Downstream raw materials:

(2S,4R)-4-aminopyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester hydrochloride