(R)-3-(Boc-amino)pyrrolidine

Base Information

• Chemical Name: (R)-3-(Boc-amino)pyrrolidine
• CAS No.: 122536-77-0
• Molecular Formula: C9H18N2O2
• Molecular Weight: 186.254
• Hs Code.: 29339900
• DSSTox Substance ID: DTXSID50363879
• Nikkaji Number: J254.874G
• Mol file: 122536-77-0.mol

Synonyms:122536-77-0;(R)-3-(Boc-amino)pyrrolidine;(r)-tert-butyl pyrrolidin-3-ylcarbamate;(R)-(+)-3-(Boc-amino)pyrrolidine;tert-butyl N-[(3R)-pyrrolidin-3-yl]carbamate;(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine;(r)-3-n-boc-aminopyrrolidine;(3R)-(+)-3-(Boc-amino)pyrrolidine;tert-butyl (3R)-pyrrolidin-3-ylcarbamate;(3R)-3-(tert-butoxycarbonylamino)pyrrolidine;MFCD00143191;tert-Butyl (R)-3-pyrrolidinylcarbamate;Carbamic acid, (3R)-3-pyrrolidinyl-, 1,1-dimethylethyl ester;(R)-3-(tert-butoxycarbonylamino)pyrrolidine;3-(R)-(tert-Butoxycarbonylamino)pyrrolidine;(3r)-(+)-(tert-butoxycarbonylamino)pyrrolidine;tert-butyl (r)-pyrrolidin-3-ylcarbamate;(R)-3-Bocaminopyrrolidine;(r)-pyrrolidin-3-yl-carbamic acid tert-butyl ester;SCHEMBL183834;(3R)-3-(Bocamino)pyrrolidine;(R)--3-N-Boc-aminopyrrolidine;DTXSID50363879;STR03827;(+)-(R)-3-(Boc-amino)pyrrolidine;AKOS005146002;AKOS005263772;(R)-3-t-butoxycarbonylaminopyrrolidine;AC-6705;CS-W002421;tert-butyl(R)-pyrrolidin-3-ylcarbamate;(3R)-3-t-butoxycarbonylaminopyrrolidine;tert butyl (R)-pyrrolidin-3-ylcarbamate;tert-butyl (3R)-3-pyrrolidinylcarbamate;tert-butyl(3r)-pyrrolidin-3-ylcarbamate;AM807311;AS-38498;BP-10491;tert butyl (R)-pyrrolidin-3-yl-carbamate;tert-butyl (R)-pyrrolidin-3-yl-carbamate;tert-butyl-(3R)-pyrrolidin-3-ylcarbamate;(3R)-3-tert-butoxycarbonylaminopyrrolidine;tert-butyl (3R)-pyrrolidine-3-ylcarbamate;tert-butyl (R)-N-pyrrolidin-3-ylcarbamate;(3R)-3-Aminopyrrolidine, 3-BOC protected;(r)-3-tert-butyloxycarbonylaminopyrrolidine;tert-butyl (R)-(pyrrolidin-3-yl)carbamate;tert. Butyl (R)-pyrrolidin-3-yl-carbamate;A1171;(R)-3-(tert-butoxycarbonylamino)-pyrrolidine;EN300-89568;tert-butyl (R)-(+)-pyrrolidin-3-ylcarbamate;(3R)-3-(tert-butyloxycarbonylamino)pyrrolidine;(R)-(+)-3-(t-butoxycarbonylamino)pyrrolidine;A13033;(3R)-3-(N-tert-butoxycarbonylamino)pyrrolidine;1,1-dimethylethyl (3R)-3-pyrrolidinylcarbamate;(3R)(+)-3-(tert-butoxycarbonylamino)pyrrolidine;(3R)-(+)-3-(tert-butoxycarbonyl)aminopyrrolidine;[R,(+)]-3-(tert-Butoxycarbonylamino)pyrrolidine;pyrrolidin-3(R)-yl-carbamic acid tert-butyl ester;(3R)-(+)-3-(tert-butoxycarbonylamino) pyrrolidine;(3r)-(+)-3-(tert-butoxycarbonylamino)-pyrrolidine;(3R)-(+)-3-(tert-butyloxycarbonylamino)pyrrolidine;(3r)-(+)-3-(tert.-butoxycarbonylamino)pyrrolidine;(R)-(+)-3-(tert-butyloxycarbonylamino)-pyrrolidine;(R)-3-(Boc-amino)pyrrolidine, >=98.0% (TLC);(R)-Pyrrolidin-3-yl carbamic acid tert-butyl ester;(R)-Pyrrolidin-3-yl-carbamic acid tert butyl ester;pyrrolidin-3-(R)-yl-carbamic acid tert-butyl ester;Q-102168;(3R)-(+)-3-(tert-butoxycarbonyl amino) pyrrolidine;(R)- pyrrolidin-3-yl-carbamic acid tert-butyl ester;(R)-3-[[(1,1-dimethylethoxy)carbonyl]amino]pyrrolidine

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

Chemical Property:

• Appearance/Colour: White or cream-colored powder
• Vapor Pressure: 0.00264mmHg at 25°C
• Melting Point: 50 °C
• Refractive Index: 20 ° (C=1, EtOH)
• Boiling Point: 286.4 °C at 760mmHg
• PKA: 12.37±0.20(Predicted)
• Flash Point: 127 °C
• PSA: 50.36000
• Density: 1.04 g/cm³
• LogP: 1.59270
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• 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

3-(R)-(tert-Butoxycarbonylamino)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: (R)-(+)-3-(Boc-amino)pyrrolidine is used as an intermediate in organic synthesis, as pharmaceutical intermediate.

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

There total 9 articles about (R)-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%

(3R)-1-benzyl-3-[(tert-butoxycarbonyl)(methyl)amino]pyrrolidine (131878-23-4) → 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine (122536-77-0,140629-77-2)

Guidance literature:

With hydrogen; palladium dihydroxide; In tetrahydrofuran; ethanol; for 24h;

DOI:10.1021/jm010329a

Reference yield:

Benzyl (3R)-3-[(tert-butoxycarbonyl)amino]pyrrolidine-1-carboxylate (122536-75-8) → 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine (122536-77-0,140629-77-2)

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:

di-tert-butyl dicarbonate (24424-99-5) → 3-N-tert-butoxycarbonyl-3-(R)-aminopyrrolidine (122536-77-0,140629-77-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.3 g / 1 N aq. NaOH / 2-methyl-propan-2-ol / 1.5 h

2: 100 percent / H₂ / palladium hydroxide / tetrahydrofuran; ethanol / 24 h

With sodium hydroxide; hydrogen; palladium dihydroxide; In tetrahydrofuran; ethanol; tert-butyl alcohol;

DOI:10.1021/jm010329a

upstream raw materials:

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

2-(tert-butoxycarbonylamino)-butane-1,4-diyl dimethanesulfonate

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

di-tert-butyl dicarbonate

Downstream raw materials:

[1-(3-fluoro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

[1-(3-fluoro-4-methyl-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

(1-m-tolyl-pyrrolidin-3-yl)-carbamic acid tert-butyl ester

[1-(3,4-difluoro-phenyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

Refernces

• 1、 Vicker, Nigel,Burgess, Luke,Chuckowree, Irina S.,Dodd, Rory,Folkes, Adrian J.,Hardick, David J.,Hancox, Timothy C.,Miller, Warren,Milton, John,Sohal, Sukhjit,Wang, Shouming,Wren, Stephen P.,Charlton, Peter A.,Dangerfield, Wendy,Liddle, Chris,Mistry, Prakash,Stewart, Alistair J.,Denny, William A.. "Novel angular benzophenazines: Dual topoisomerase I and topoisomerase II inhibitors as potential anticancer agents". . p. 721 - 739. Retrieved 2007/10/03.
• 2、 -. "Quinobenzoxazine, antineoplastic agents". . . Retrieved 2008/06/13.