(S)-3-(Boc-amino)pyrrolidine

Base Information

• Chemical Name: (S)-3-(Boc-amino)pyrrolidine
• CAS No.: 122536-76-9
• Molecular Formula: C9H18N2O2
• Molecular Weight: 186.254
• Hs Code.: 29339900
• European Community (EC) Number: 628-488-6
• DSSTox Substance ID: DTXSID90363878
• Nikkaji Number: J254.875E
• Wikidata: Q72448422
• ChEMBL ID: CHEMBL4542528
• Mol file: 122536-76-9.mol

Synonyms:122536-76-9;(S)-3-(Boc-amino)pyrrolidine;(s)-tert-butyl pyrrolidin-3-ylcarbamate;tert-butyl N-[(3S)-pyrrolidin-3-yl]carbamate;(S)-3-Boc-aminopyrrolidine;(s)-(-)-3-(boc-amino)pyrrolidine;(S)-(+)-3-(Boc-amino)pyrrolidine;(s)-3-n-boc-aminopyrrolidine;tert-butyl (S)-pyrrolidin-3-ylcarbamate;(3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine;(3s)-()-3-(tert-butoxycarbonylamino)pyrrolidine;CARBAMIC ACID, (3S)-3-PYRROLIDINYL-, 1,1-DIMETHYLETHYL ESTER;MFCD00143194;(s)-3-tert-butoxycarbonylaminopyrrolidine;(s)-pyrrolidin-3-yl-carbamic acid tert-butyl ester;tert-butyl-(s)-3-pyrrolidinylcarbamate;tert-Butyl 3-pyrrolidinylcarbamate;tert-butyl (3S)-pyrrolidin-3-ylcarbamate;(S)-3-Bocaminopyrrolidine;SCHEMBL133307;(s)-3-(tboc-amino)pyrrolidine;(s)-3-n-boc-amino pyrrolidine;CHEMBL4542528;(S)--3-N-Boc-aminopyrrolidine;(S)-3-(Boc-amino)-pyrrolidine;DTXSID90363878;BCP25625;CS-D1230;t-butyl (S)pyrrolidin-3-ylcarbamate;(-)-(S)-3-(Boc-amino)pyrrolidine;AKOS005263773;(3S)-(-)-3-(Boc-amino)pyrrolidine;(S)-3-t-butoxycarbonylaminopyrrolidine;tert-butyl(s)-pyrrolidin-3-ylcarbamate;(5)-tert-butyl pyrrolidin-3-ylcarbamate;tert butyl (S)-pyrrolidin-3-ylcarbamate;tert-butyl (3S)-3-pyrrolidinylcarbamate;tert-butyl (3s)pyrrolidin-3-ylcarbamate;(s)-3-aminopyrrolidine, 3-boc protected;3-(s)-tert-butoxycarbonylaminopyrrolidine;AC-24356;BP-10483;tert-butyl (s)-pyrrolidin-3-yl carbamate;tert-butyl (S)-N-pyrrolidin-3-ylcarbamate;(s)-3-tert-butyloxycarbonylaminopyrrolidine;A1172;(3S)-3-(tert-Butoxycarbonylamino)pyrrolidine;EN300-89567;(3S)-3-(tert-butoxycarbonylamino) pyrrolidine;(3S)-3-(tert-Butyloxycarbonylamino)pyrrolidine;(S)-3-(tert.-butyloxycarbonylamino)pyrrolidine;A13034;(3s)-(-)-3-(t-butoxycarbonylamino)pyrrolidine;(S)-3-pyrrolidinylcarbamic acid tert-butyl ester;1,1-dimethylethyl (3S)-3-pyrrolidinylcarbamate;(3S)-(+)-3-(tert-butoxycarbonylamino)pyrrolidine;(S)-(-)-3-(tert-butoxycarbonylamino)pyrrolidine;(S)-pyrrolidin-3-ylcarbamic acid tert-butyl ester;[S,(?)]-3-(tert-Butoxycarbonylamino)pyrrolidine;AU-004/43496278;(35)-(-)-3-(tert-butoxycarbonylamino)pyrrolidine;(3S)-(+) -3-(tert-butoxycarbonylamino)pyrrolidine;(3S)-(-)-3-(tert-butoxycarbonylamino)-pyrrolidine;(S)-3-(Boc-amino)pyrrolidine, >=98.0% (TLC);(S)-3-(TERT-BUTOXYCARBONYLAMINO)PYRROLIDINE;(S)-pyrrolidin-3 -ylcarbamic acid tert-butyl ester;(S)-pyrrolidin-3-yl carbamic acid tert-butyl ester;Q-102167;(S)-(-)-3-(T-BUTOXYCARBONYLAMINO)PYRROLIDINE;(S)-(pyrrolidin-3-yl)carbamic acid tert-butyl ester;(S)-pyrrolidin-3-yl-carbamic acid, tert-butyl ester;(S)-3-[[(1,1-Dimethylethoxy)carbonyl]amino]pyrrolidine

Chemical Property of (S)-3-(Boc-amino)pyrrolidine

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00264mmHg at 25°C
• Melting Point: 50 °C
• Refractive Index: -20 ° (C=1, EtOH)
• Boiling Point: 286.4 °C at 760 mmHg
• PKA: 12.37±0.20(Predicted)
• Flash Point: 127 °C
• PSA: 50.36000
• Density: 1.04 g/cm³
• LogP: 1.59270
• Storage Temp.: Room temperature.
• Sensitive.: Air Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 186.136827821
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

99% ^*data from raw suppliers

(S)-3-(Boc-amino)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C
• Hazard Codes: Xi,C
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CCNC1
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CCNC1
• Uses: (S)-3-(Boc-amino)pyrrolidine can be used as a building block to prepare: 2,4,6-trisubstitued pyrido[3,4-d]pyrimidine derivatives as potent inhibitors against EGFR tyrosine kinase. Aminopyrrolidine scaffolds for asymmetric Morita?Baylis-Hillman reaction. N-benzyl-3-sulfonamidopyrrolidines as potent bacterial cell division inhibitors.

Technology Process of (S)-3-(Boc-amino)pyrrolidine

There total 13 articles about (S)-3-(Boc-amino)pyrrolidine 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%

(S)-1-benzyl-3-(tert-butoxycarbonylamino)pyrrolidine (131852-53-4) → 3(S)-(tert-butoxycarbonylamino)pyrrolidine (122536-76-9,140629-77-2)

Guidance literature:

With 10% palladium on carbon; hydrogen; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.tetasy.2010.04.038

Reference yield: 95.0%

(S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-1-pyrrolidinecarboxylic acid phenylmethyl ester (122536-74-7) → 3(S)-(tert-butoxycarbonylamino)pyrrolidine (122536-76-9,140629-77-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 21 - 25 ℃; for 0.5h; under 1639.4 - 2616.8 Torr;

DOI:10.1021/jm00088a011

Reference yield: 95.0%

(S)-1-allyl-3-(t-butoxycarbonylamino)pyrrolidine (176970-11-9) → 3(S)-(tert-butoxycarbonylamino)pyrrolidine (122536-76-9,140629-77-2)

Guidance literature:

With acetic acid; palladium on activated charcoal; In water; for 2h; Heating;

upstream raw materials:

(S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-1-pyrrolidinecarboxylic acid phenylmethyl ester

(S)-1-allyl-3-(t-butoxycarbonylamino)pyrrolidine

[(S)-2-(tert-butoxycarbonyamino)butane-1 ,4-diyl dimethanesulfonate]

dimethyl N-tert-butoxycarbonyl-L-aspartate

Downstream raw materials:

{1-[2-(4-phenyl-butyl)-benzofuran-4-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester

(S) (1-(7-benzyl-1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropurin-8-yl)pyrrolidin-3-yl)carbamic acid tert-butyl ester

{(S)-1-[((S)-1-Benzyl-pyrrolidin-3-yl)-methyl-carbamoyl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester

(S)-tert-butyl 1-methylpyrrolidin-3-ylcarbamate

Refernces

• 1、 Pouliquen, Mickael,Blanchet, Jerome,Paolis, Michael De,Rema Devi,Rouden, Jacques,Lasne, Marie-Claire,Maddaluno, Jacques. "Chiral 3-aminopyrrolidines as a rigid diamino scaffold for organocatalysis and organometallic chemistry". experimental part. p. 1511 - 1521. Retrieved 2010/11/02.
• 2、 -. "PROCESS FOR PRODUCING NITROGENOUS HETEROCYCLIC COMPOUND". Page/Page column 10-11. . Retrieved 2010/11/08.