1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate

Base Information

• Chemical Name: 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate
• CAS No.: 762233-34-1
• Molecular Formula: C14H18N2O4
• Molecular Weight: 278.308
• Mol file: 762233-34-1.mol

Synonyms:

Chemical Property of 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate

Chemical Property:

• PSA: 81.86000
• LogP: 1.53600

Purity/Quality:

99%, ^*data from raw suppliers

Methyl (2S,4R)-4-amino-1-benzyloxycarbonylpyrrolidine-2-carboxylic acid hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate

There total 8 articles about 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate 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: 67.0%

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate (64187-48-0) → 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate (762233-34-1,739360-84-0)

Guidance literature:

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate; With methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.5h;

With sodium azide; In N,N-dimethyl-formamide; at 85 ℃;

With water; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 5h; Reflux;

Reference yield:

1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate (189215-90-5) → 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate (762233-34-1,739360-84-0)

Guidance literature:

1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate; With acetyl chloride; In methanol; toluene; at 20 ℃; for 16h;

With hydrogenchloride; In methanol; water; toluene;

With sodium hydroxide; In water; pH=11; Product distribution / selectivity;

Reference yield:

(2S,4R)-1-benzyl 2-methyl 4-(1,3-dioxoisoindolin-2-yl)pyrrolidine-1,2-dicarboxylate (1035596-36-1) → 1-benzyl 2-methyl (2S,4R)-4-aminopyrrolidine-1,2-dicarboxylate (762233-34-1,739360-84-0)

Guidance literature:

(2S,4R)-1-benzyl 2-methyl 4-(1,3-dioxoisoindolin-2-yl)pyrrolidine-1,2-dicarboxylate; With hydrazine; In methanol; toluene; at 20 - 60 ℃; for 3.41667h;

With hydrogenchloride; In methanol; water; toluene; pH=1;

With sodium hydroxide; In dichloromethane; water; pH=12; Product distribution / selectivity;

upstream raw materials:

(2S,4R)-N-1-(benzyloxycarbonyl)-4-azidoproline methyl ester

methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate

(2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 2-methyl

1-benzyl 2-methyl (2S,4S)-4-((methylsulfonyl)oxy)pyrrolidine-1,2-dicarboxylate

Downstream raw materials:

1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate

(2S,4R)-1-benzyl 2-methyl 4-benzamidopyrrolidine-1,2-dicarboxylate

(2S,4R)-4-dimethylamino-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

(2S,4R)-1-[2-(4-Benzyloxycarbonylamino-2-oxo-2H-pyrimidin-1-yl)-acetyl]-4-tert-butoxycarbonylamino-pyrrolidine-2-carboxylic acid methyl ester

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