(R)-tert-butyl methyl(pyrrolidin-3-yl)carbamate

Base Information

• Chemical Name: (R)-tert-butyl methyl(pyrrolidin-3-yl)carbamate
• CAS No.: 392338-15-7
• Molecular Formula: C10H20 N2 O2
• Molecular Weight: 200.281
• Hs Code.: 2933990090
• European Community (EC) Number: 804-964-0
• DSSTox Substance ID: DTXSID70427088
• Wikidata: Q72503771
• Mol file: 392338-15-7.mol

Synonyms:392338-15-7;(R)-tert-butyl methyl(pyrrolidin-3-yl)carbamate;tert-butyl N-methyl-N-[(3R)-pyrrolidin-3-yl]carbamate;Methyl-(R)-pyrrolidin-3-yl-carbamic acid tert-butyl ester;(R)-3-Boc-Methylaminopyrrolidine;(R)-3-(N-BOC-N-METHYLAMINO)PYRROLIDINE;MFCD09263387;Carbamic acid, methyl-(3R)-3-pyrrolidinyl-, 1,1-dimethylethyl ester;(R)-tert-butylmethyl(pyrrolidin-3-yl)carbamate;(R)-3-(N-BOC-N-METHYL)AMINOPYRROLIDINE;tert-butyl methyl[(3R)-pyrrolidin-3-yl]carbamate;(R)-3-[N-(tert-butoxycarbonyl)-N-methylamino]pyrrolidine;SCHEMBL1033810;DTXSID70427088;XYKYUXYNQDXZTD-MRVPVSSYSA-N;AKOS005258618;AKOS015904556;CS-W003610;AM100759;AS-18334;A26533;EN300-1698440;J-502217;Q-102163;(R)-3-(N-Boc-N-methylamino)pyrrolidine, AldrichCPR;(r)-3-[n(tert-butoxycarbonyl)-n-methylamino]pyrrolidine;methyl (R)-pyrrolidin-3-ylcarbamic acid tert-butyl ester;(R)-3-[N-(tert-butoxy-carbonyl)-N-methylamino]pyrrolidine;(R)-3-[N-(tert-butoxycarbonyl)-N-methyl-amino]pyrrolidine;(r)-methyl-pyrrolidin-3-yl-carbamic acid tert-butyl ester;(R)-3-(N-Boc-N-methylamino)pyrrolidine

Chemical Property of (R)-tert-butyl methyl(pyrrolidin-3-yl)carbamate

Chemical Property:

• Vapor Pressure: 0.00777mmHg at 25°C
• Refractive Index: 1.485
• Boiling Point: 268℃
• PKA: 9.85±0.10(Predicted)
• Flash Point: 116℃
• PSA: 41.57000
• Density: 1.03
• LogP: 1.54400
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.152477885
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

99% ^*data from raw suppliers

(R)-tert-ButylMethyl(pyrrolidin-3-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C)C1CCNC1
• Isomeric SMILES: CC(C)(C)OC(=O)N(C)[C@@H]1CCNC1

Technology Process of (R)-tert-butyl methyl(pyrrolidin-3-yl)carbamate

There total 5 articles about (R)-tert-butyl methyl(pyrrolidin-3-yl)carbamate 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%

(1-benzyl-(3R)-pyrrolidin-3-yl)methylcarbamic acid tert-butyl ester (762286-32-8) → tert-butyl [(3R)-pyrrolidin-3-yl]methylcarbamate (392338-15-7)

Guidance literature:

With ammonium formate; palladium 10% on activated carbon; In methanol; water; for 5h; Heating / reflux;

Reference yield: 62.0%

benzyl (3R)-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine-1-carboxylate (638217-49-9) → tert-butyl [(3R)-pyrrolidin-3-yl]methylcarbamate (392338-15-7)

Guidance literature:

With hydrogen; 5% palladium over charcoal; In ethanol; at 20 ℃; for 44h; under 2585.81 Torr;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → tert-butyl [(3R)-pyrrolidin-3-yl]methylcarbamate (392338-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 18 h / 0 - 20 °C

2: ammonium formate / water; methanol / 5 h / Reflux

With ammonium formate; In methanol; dichloromethane; water;

upstream raw materials:

(1-benzyl-(3R)-pyrrolidin-3-yl)methylcarbamic acid tert-butyl ester

benzyl (3R)-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine-1-carboxylate

di-tert-butyl dicarbonate

(3R)-1-benzyl-N-methylpyrrolidin-3-amine

Downstream raw materials:

(R)tert-butyl 1-(2-amino-6-(benzyloxymethyl)pyrimidin-4-yl)pyrroIidin-3yl(methyl)carbamate

Refernces

• 1、 -. "2H-PYRAZOLO [4,3-D]PYRIMIDIN-5-AMINE DERIVATIVES AS H4 HISTAMINE RECEPTOR ANTAGONISTS FOR THE TREATMENT OF ALLERGIC, IMMUNOLOGICAL AND INFLAMMATORY DISEASES". Page/Page column 91-92. . Retrieved 2010/04/30.
• 2、 -. "4, 6-DISUBSTITUTED 2-AMINO-PYRIMIDINES AS HISTAMINE H4 RECEPTOR MODULATORS". Page/Page column 179. . Retrieved 2010/07/09.