1-(Tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: 1-(Tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
• CAS No.: 37784-17-1
• Molecular Formula: C10H17NO4
• Molecular Weight: 215.249
• Hs Code.: 2933 99 80
• European Community (EC) Number: 854-296-9
• NSC Number: 334360,164660,108689
• Nikkaji Number: J2.540.441F
• ChEMBL ID: CHEMBL1702785
• Mol file: 37784-17-1.mol

Synonyms:59433-50-0;Boc-DL-Pro-OH;1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid;N-Boc-DL-proline;1-(tert-Butoxycarbonyl)proline;BOC-DL-Proline;1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid;1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid;Pyrrolidine-1,2-Dicarboxylic Acid 1-Tert-Butyl Ester;MFCD00520915;N-(TERT-BUTOXYCARBONYL)PYRROLIDINE-2-CARBOXYLIC ACID;tert-Butoxycarbonylproline;MFCD00037324;MFCD00063226;Cambridge id 5211805;SCHEMBL67045;91716-96-0;MLS000060917;N-t-butoxycarbonyl-DL-proline;1, 1-tert-butyl ester, L-;(2S)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid;CHEMBL1702785;1-(tert-Butoxycarbonyl)proline #;HMS1609D11;HMS2397P09;HMS3343H11;N-Boc-pyrolidin-2-carboxylic acid;BBL001494;NSC108689;NSC164660;NSC334360;STK120235;AKOS000120822;AKOS016042464;(+/-)-N-(tert-Butoxycarbonyl)proline;AB01652;AB02540;AB06403;BS-4221;CS-W014893;NSC-108689;NSC-164660;NSC-334360;BP-10507;SMR000069145;SY005295;SY015413;SY020387;N-tert-Butoxycarbonyl-2-carboxypyrrolidine;1, 1-(1,1-dimethylethyl) ester, (S)-;AM20100450;B4285;BB 0241854;FT-0600221;FT-0601708;FT-0601709;EN300-18190;N-t-butoxycarbonylpyrrolidin-2-carboxylic acid;A26492;M03315;1-(t-butoxycarbonyl)pyrrolidine-2-carboxylic acid;A832313;AG-205/15424478;F0918-0581;(RS)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester;(2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid;Chloro(di-2-norbornylphosphino)(2-dimethylaminomethylferrocen-1-yl)palladium(II)

Chemical Property of 1-(Tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

Chemical Property:

• Appearance/Colour: white to off-white microcrystalline powder
• Vapor Pressure: 2E-05mmHg at 25°C
• Melting Point: 134-137 °C(lit.)
• Refractive Index: 60 ° (C=2, AcOH)
• Boiling Point: 337.2 °C at 760 mmHg
• PKA: 4.01±0.20(Predicted)
• Flash Point: 157.7 °C
• PSA: 66.84000
• Density: 1.201 g/cm³
• LogP: 1.40840
• Storage Temp.: −20°C
• Solubility.: almost transparency in Acetic acid
• XLogP3: 1.5
• 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

tert-Butoxycarbonyl-D-proline ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCC1C(=O)O

Technology Process of 1-(Tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

There total 16 articles about 1-(Tert-butoxycarbonyl)pyrrolidine-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: 98.0%

di-tert-butyl dicarbonate (24424-99-5) + D-Prolin (344-25-2,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → N-(tert-butoxycarbonyl)-D-proline (37784-17-1,59433-50-0)

Guidance literature:

With triethylamine;

DOI:10.1016/j.ejmech.2011.05.010

Reference yield: 84.0%

(R)-1-tert-butyl 2-((R)-1-phenylprop-2-yn-1-yl)-pyrrolidine-1,2-dicarboxylate (1294505-64-8) → N-(tert-butoxycarbonyl)-D-proline (37784-17-1,59433-50-0)

Guidance literature:

With copper(l) chloride; In methanol; at 40 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo200433w

Reference yield: 82.0%

(R)-1-tert-butyl 2-((R)-1-(2-methoxyphenyl)prop-2-yn-1-yl)pyrrolidine-1,2-dicarboxylate (1294505-66-0) → N-(tert-butoxycarbonyl)-D-proline (37784-17-1,59433-50-0)

Guidance literature:

With copper(l) chloride; In methanol; at 40 ℃; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/jo200433w

upstream raw materials:

carbon dioxide

tert-butyl pyrrolidine-1-carboxylate

tert-butoxycarbonyl-D-prolinal

di-tert-butyl dicarbonate

Downstream raw materials:

N-(tert-butoxycarbonyl)-D-prolyl-L-tyrosine methyl ester

D-Pro²-endomorphin-1

2-[4-(3-oxo-morpholin-4-yl)-phenylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

4-benzylpiperidin-1-yl-(2R)-pyrrolidin-2-yl-methanone hydrochloride

Refernces

• 1、 -. "METHODS FOR DELAYING, PREVENTING, AND TREATING ACQUIRED RESISTANCE TO RAS INHIBITORS". Page/Page column 342-343. . Retrieved 2022/01/04.
• 2、 Mahajan, Deepak P,Godbole, Himanshu M,Singh, Girij P,Shenoy, Gautham G. "Synthesis of novel phase transfer catalysts derived from proline-mandelic acid/tartaric acid: their evaluation in enantioselective epoxidation and Darzen condensation". . . Retrieved 2019/02/27.