(2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylic acid
• CAS No.: 132622-65-2
• Molecular Formula: C10H16N4O4
• Molecular Weight: 256.261
• Hs Code.: 9999999999
• European Community (EC) Number: 834-248-3
• DSSTox Substance ID: DTXSID00477450
• Nikkaji Number: J3.252.529F
• Wikidata: Q82310135
• Mol file: 132622-65-2.mol

Synonyms:132622-65-2;(2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylic acid;(2S, 4S)-BOC-4-AZIDOPROLINE;cis-4-Azido-N-Boc-L-proline;(2S,4S)-4-azido-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid;N-Boc-cis-4-azido-L-proline;Boc-cis-4-azido-L-proline;SCHEMBL13836866;DTXSID00477450;JZEOWBJXFSZTJU-BQBZGAKWSA-N;N-Boc-(2S,4S)-4-azidoproline;Boc-Pro(4-N3) (2S,4S);(2S,4S)-1-(tert-butoxycarbonyl)-4-azidopyrrolidine-2-carboxylic acid;(2S,4S)-4-azido-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid;MFCD04115791;AKOS015836538;AS-73815;BP-11857;cis-4-Azido-N-(tert-butoxycarbonyl)-L-proline;D88548;EN300-1268007;(4S)-1-(tert-Butoxycarbonyl)-4-azido-L-proline;cis-N-alpha-(t-Butyloxycarbonyl)-4-azido-L-proline;J-501047;(2S,4S)-4-Azido-1-Boc-2-pyrrolidinecarboxylic Acid;(2S,4S)-4-azido-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylate;(2S,4S)-4-Azido-1-(tert-butoxycarbonyl)-2-pyrrolidinecarboxylic Acid;(2S,4S)-4-AZIDO-1-[(TERT-BUTOXY)CARBONYL]PYRROLIDINE-2-CARBOXYLIC ACID

Chemical Property of (2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylic acid

Chemical Property:

• Melting Point: 69.0 to 73.0 °C
• PSA: 116.59000
• LogP: 1.14996
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 256.11715500
• Heavy Atom Count: 18
• Complexity: 397

Purity/Quality:

97% ^*data from raw suppliers

(2S,4S)-Boc-4-azidoproline ^*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)O)N=[N+]=[N-]
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@H](C[C@H]1C(=O)O)N=[N+]=[N-]

Technology Process of (2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylic acid

There total 10 articles about (2S,4S)-1-Boc-4-azidopyrrolidine-2-carboxylic acid 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: 100.0%

N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester (84520-68-3) → (4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline (132622-65-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1055/s-2004-822915

Reference yield: 74.0%

(2S,4S)-4-azido-pyrrolidin-1,2-dicarboxylic acid-1-tert-butyl ester-2-ethyl ester (132623-03-1) → (4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline (132622-65-2)

Guidance literature:

With sodium hydroxide; In methanol; water;

DOI:10.1021/jo00009a016

Reference yield: 74.0%

→ trans cyano ester + (4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline (132622-65-2)

Guidance literature:

upstream raw materials:

(2S,4S)-4-azido-pyrrolidin-1,2-dicarboxylic acid-1-tert-butyl ester-2-ethyl ester

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-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid

Downstream raw materials:

cis-1-(1,1-dimethylethyoxycarbonyl)-4-amino-L-proline

cis-4-azido-L-proline

(2S,4S)-4-Azido-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-pentafluorophenyl ester

C₂₆H₂₇F₅N₁₂O₆