3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic acid

Base Information

• Chemical Name: 3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic acid
• CAS No.: 65595-02-0
• Molecular Formula: C12H21NO4
• Molecular Weight: 243.303
• European Community (EC) Number: 853-300-6
• DSSTox Substance ID: DTXSID001167960
• Nikkaji Number: J1.346.215A

Synonyms:65595-02-0;3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic acid;3-[(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidin-2-yl]propanoic Acid;(S)-3-(1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)propanoic acid;SCHEMBL22570262;DTXSID001167960;AKOS026730023;PS-18042;CS-0224373;E80010;EN300-119147;(S)-3-(1-(tert-Butoxycarbonyl)pyrrolidin-2-yl)propanoicacid;3-[(2S)-1-(tert-Butoxycarbonyl)-2-pyrrolidinyl]propanoic acid;(2S)-1-[(1,1-Dimethylethoxy)carbonyl]-2-pyrrolidinepropanoic acid

Chemical Property of 3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic acid

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 295

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1CCC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCC[C@H]1CCC(=O)O

Technology Process of 3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic acid

There total 18 articles about 3-[(2S)-1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic 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: 98.0%

2-(2-carboxy-vinyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (741269-02-3) → 3-[1-[(tert-butoxy)carbonyl]pyrrolidin-2-yl]propanoic acid (65595-02-0,212650-48-1)

Guidance literature:

With hydrogen; palladium on activated carbon; In ethanol; for 24h;

Reference yield: 90.0%

(2S)-N-t-butoxycarbonyl-2-(3’-methoxy-3’-oxo-1-propyl)pyrrolidine (179685-62-2) → 3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidinyl]propanoic acid (65595-02-0,212650-48-1)

Guidance literature:

With sodium hydroxide; In methanol;

DOI:10.1016/j.tetlet.2004.02.052

Reference yield: 74.0%

(E)-3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidinyl]-2-propenoic acid (179040-15-4) → 3-[(2S)-1-(tert-butoxycarbonyl)pyrrolidinyl]propanoic acid (65595-02-0,212650-48-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; for 3h; under 2327.17 Torr;

DOI:10.1139/v00-066

upstream raw materials:

2-(2-carboxy-vinyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

1-(tert-butoxycarbonyl)-L-proline

acrylic acid

cycl-isopropylidene malonate

Downstream raw materials:

2-[2-(2-methoxycarbonyl-phenylcarbamoyl)-ethyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

2-{3-[tert-butoxycarbonyl-(2-methoxycarbonyl-phenyl)-amino]-3-oxo-propyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

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