Tert-butyl N-[(2R)-2,3-dihydroxypropyl]carbamate

Base Information

• Chemical Name: Tert-butyl N-[(2R)-2,3-dihydroxypropyl]carbamate
• CAS No.: 148983-23-7
• Molecular Formula: C8H17 N O4
• Molecular Weight: 191.227
• European Community (EC) Number: 852-557-1
• Nikkaji Number: J2.855.684E
• Mol file: 148983-23-7.mol

Synonyms:148983-23-7;TERT-BUTYL N-[(2R)-2,3-DIHYDROXYPROPYL]CARBAMATE;Carbamic acid, [(2R)-2,3-dihydroxypropyl]-, 1,1-dimethylethyl ester (9CI);(R)-tert-Butyl(2,3-dihydroxypropyl)carbamate;(R)-tert-Butyl (2,3-dihydroxypropyl)carbamate;SCHEMBL3166361;AT21535;BS-27684;(R)-3-BOC-AMINOPROPANE-1,2-DIOL;CS-0530043;EN300-399294;tert-Butyl (R)-(2,3-dihydroxypropyl)carbamate;(R)-3-(tert-Butoxycarbonylamino)propane-1,2-diol

Chemical Property of Tert-butyl N-[(2R)-2,3-dihydroxypropyl]carbamate

Chemical Property:

• Melting Point: 49 °C
• Boiling Point: 361.6±32.0 °C(Predicted)
• PKA: 12.19±0.46(Predicted)
• PSA: 78.79000
• Density: 1.136±0.06 g/cm3(Predicted)
• LogP: 0.25520
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 191.11575802
• Heavy Atom Count: 13
• Complexity: 164

Purity/Quality:

99.3% ^*data from raw suppliers

(R)-Tert-Butyl(2,3-dihydroxypropyl)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)NCC(CO)O
• Isomeric SMILES: CC(C)(C)OC(=O)NC[C@H](CO)O

Technology Process of Tert-butyl N-[(2R)-2,3-dihydroxypropyl]carbamate

There total 6 articles about Tert-butyl N-[(2R)-2,3-dihydroxypropyl]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%

di-tert-butyl dicarbonate (24424-99-5) + (R)-3-amino-1,2-propanediol (66211-46-9,98923-21-8) → (R)-1-<(tert-butoxycarbonyl)amino>-2,3-dihydroxypropane (148983-23-7)

Guidance literature:

With triethylamine; In methanol; for 0.666667h;

DOI:10.1002/1521-3765(20001117)6:22<4211::AID-CHEM4211>3.0.CO;2-#

Reference yield: 99.0%

C11H21NO4 (1240036-32-1) → (R)-1-<(tert-butoxycarbonyl)amino>-2,3-dihydroxypropane (148983-23-7)

Guidance literature:

With indium(III) triflate; In water; acetonitrile; at 100 ℃; for 0.0833333h; chemoselective reaction; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.05.116

Reference yield: 71.54%

di-tert-butyl dicarbonate (24424-99-5) + (R)-1-azido-2,3-dihydroxypropane (131321-84-1) → (R)-1-<(tert-butoxycarbonyl)amino>-2,3-dihydroxypropane (148983-23-7)

Guidance literature:

(R)-1-azido-2,3-dihydroxypropane; With triphenylphosphine; In tetrahydrofuran; for 4h;

di-tert-butyl dicarbonate; In tetrahydrofuran; water; at 16 ℃;

With sodium hydrogencarbonate; In tetrahydrofuran; water; for 4h;

upstream raw materials:

di-tert-butyl dicarbonate

(R)-3-amino-1,2-propanediol

tert-butyl N-(2-oxiranylmethyl)carbamate

C₁₁H₂₁NO₄

Downstream raw materials:

(R)-<<(tert-butoxycarbonyl)amino>methyl>oxirane

(S)-<<(tert-butoxycarbonyl)amino>methyl>oxirane

(R)-1-<(tert-butoxycarbonyl)amino>-2-hydroxy-3-<<(4-methylphenyl)sulfonyl>oxy>propane

(2S)-N-tert-butoxycarbonyl-2-hydroxy-1,3-diaminopropane