1-Boc-pyrrolidine-3-carboxylic acid

Base Information

• Chemical Name: 1-Boc-pyrrolidine-3-carboxylic acid
• CAS No.: 59378-75-5
• Molecular Formula: C₁₀H₁₇NO₄
• Molecular Weight: 215.249
• Hs Code.: 29339900
• European Community (EC) Number: 624-954-8
• Nikkaji Number: J2.157.982C
• Mol file: 59378-75-5.mol

Synonyms:59378-75-5;1-Boc-pyrrolidine-3-carboxylic acid;1-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid;n-boc-pyrrolidine-3-carboxylic acid;Pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester;1-N-Boc-Beta-Proline;72983-31-4;1-[(tert-butoxy)carbonyl]pyrrolidine-3-carboxylic acid;MFCD02179181;1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-3-carboxylic Acid;3-carboxy-1-boc-pyrrolidine;(R/S)-1-Boc -pyrrolidine-3caboxylic acid;1-(tert-butoxycarbonyl)-3-pyrrolidinecarboxylic acid;(S)-1-BOC-3-PYRROLIDINECARBOXYLIC ACID;(S)-1-Boc-3-Carboxylic Acid Pyrrolidine;methylisoamylamine;(r)-n-boc-pyrrolidine-3-carboxylic acid;1-Boc-pyrrolidine-3-carboxylicacid;SCHEMBL42958;HRMRQBJUFWFQLX-UHFFFAOYSA-N;1-Boc-3-pyrrolidinecarboxylic Acid;BCP22282;BCP27381;CS-D1396;boc-1-pyrrolidine-3-carboxylic acid;1-Boc-pyrrolidine- 3-carboxylic acid;AKOS005146162;AC-2613;PB12277;PB21197;PB34015;PS-4924;SB10240;(S)-N-Boc-pyrrolidine-3-carboxylic?acid;SY006224;SY007930;SY013055;(RS) N-Boc pyrrolidine-3-carboxylic acid;(R/S)-1-Boc-pyrrolidine-3-caboxylic acid;(r/s)-1-boc-pyrrolidine-3-carboxylic acid;N-Boc-pyrrolidine-3-carboxylic acid, 97%;A8354;AM20100447;B3880;FT-0601702;FT-0601703;FT-0601919;EN300-66305;tert-butoxycarbonyl-3-pyrrolidinecarboxylic acid;(S)?-?1-?Boc-?3-?pyrrolidinecarboxyli?c Acid;Pyrrolidine-1,3-dicarboxylic acid 1-t-butyl ester;1,3-Pyrrolidinedicarboxylic acid 1-tert-butyl ester;1-(t-butyloxycarbonyl)-3-pyrrolidinecarboxylic acid;J-502267;pyrrolidin-1,3-dicarboxylic acid 1-tert-butyl ester;Q-102879;1-(tert-butoxycarbonyl)-pyrrolidine-3-carboxylic acid;pyrrolidine-1,3-dicarboxylic acid-1-tert-butyl ester;F0001-2603;rac-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester;Z1041114704;(+/-)-pyrrolidine-1,3-dicarboxylic acid 1-tert-butyl ester;Pyrrolidine-1 pound not3-dicarboxylic acid 1-tert-butyl ester;1-{[(1,1-dimethylethyl)oxy]carbonyl}-3-pyrrolidinecarboxylic acid

Chemical Property of 1-Boc-pyrrolidine-3-carboxylic acid

Chemical Property:

• Appearance/Colour: white-off solid or colorless liquid
• Vapor Pressure: 2E-05mmHg at 25°C
• Melting Point: 168-170°C(lit.)
• Boiling Point: 337.181 °C at 760 mmHg
• PKA: 4.47±0.20(Predicted)
• Flash Point: 157.722 °C
• PSA: 66.84000
• Density: 1.201 g/cm³
• LogP: 1.26590
• Storage Temp.: 2-8°C
• Solubility.: soluble in Chloroform
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.11575802
• Heavy Atom Count: 15
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

N-Boc-pyrrolidine-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,N
• Statements: 36/37/38-50/53-41
• Safety Statements: 26-36/37/39-61-60-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(C1)C(=O)O

Technology Process of 1-Boc-pyrrolidine-3-carboxylic acid

There total 12 articles about 1-Boc-pyrrolidine-3-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: 99.0%

pyrrolidine-3-carboxylic acid (59378-87-9,68464-02-8,72580-53-1,72580-54-2) + di-tert-butyl dicarbonate (24424-99-5) → 1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5)

Guidance literature:

With triethylamine; In methanol; at 0 - 20 ℃; for 23h; Inert atmosphere;

DOI:10.1021/acsmedchemlett.9b00445

Reference yield: 95.0%

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate (122684-33-7) → 1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 2h;

DOI:10.1021/ol051095i

Reference yield: 65.0%

tert-butyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate (114214-69-6) → 1-boc-pyrrolidine-3-carboxylic acid (72925-16-7,72983-31-4,140148-70-5,59378-75-5)

Guidance literature:

With 1-hydroxycyclohexyl phenyl ketone; sodium hydroxide; In 1,2-dimethoxyethane; at 80 ℃; chemoselective reaction; Sealed tube;

DOI:10.1021/acs.orglett.1c02188

upstream raw materials:

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

1-benzylpyrrolidine-3-carboxylic acid methyl ester

methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate

Dimethyl itakonate

Downstream raw materials:

3-amino-1-(t-butoxycarbonyl)pyrrolidine

1,1-dimethylethyl 3-(benzoylamino)-1-pyrrolidinecarboxylate

3-benzenesulfonylamino-pyrrolidine-1-carboxylic acid tert-butyl ester

tert-butyl 3-{[(benzyloxy)carbonyl]amino}-1-pyrrolidinecarboxylate

Refernces

• 1、 Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin. "Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer". supporting information. p. 6648 - 6653. Retrieved 2021/09/08.
• 2、 -. "SMALL MOLECULES THAT SENSITIZE HIV-1 INFECTED CELLS TO ANTIBODY DEPENDENT CELLULAR CYTOTOXICITY". Paragraph 00106. . Retrieved 2020/02/23.