(R)-tert-Butyl (1-oxopropan-2-yl)carbamate

Base Information

• Chemical Name: (R)-tert-Butyl (1-oxopropan-2-yl)carbamate
• CAS No.: 82353-56-8
• Molecular Formula: C8H15NO3
• Molecular Weight: 173.212
• European Community (EC) Number: 867-383-1
• DSSTox Substance ID: DTXSID40448003
• Nikkaji Number: J675.106G
• Wikidata: Q72509967
• Mol file: 82353-56-8.mol

Synonyms:82353-56-8;(R)-tert-Butyl (1-oxopropan-2-yl)carbamate;tert-butyl N-[(2R)-1-oxopropan-2-yl]carbamate;(R)-(1-methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester;tert-butyl (R)-(1-oxopropan-2-yl)carbamate;N-Boc-D-alaninal;N-Boc-2(R)-2-aminopropanal;Boc-D-Ala-CHO;(R)-tert-butyl 1-oxopropan-2-ylcarbamate;SCHEMBL2058674;N-(t-butoxycarbonyl)-d-alaninal;DTXSID40448003;OEQRZPWMXXJEKU-ZCFIWIBFSA-N;Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester;MFCD00274183;MFCD00801171;N-(tert-butyloxycarbonyl)-D-alaninal;AKOS016844217;Carbamic acid, [(1R)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester (9CI);TS-7034;(R)-2-(tert-Butoxycarbonylamino)propanal;Boc-D-Ala-PAM resin (100-200 mesh);(R)-tert-butyl(1-oxopropan-2-yl)carbamate;CS-0181955;2-(r)-[n-(tert-butoxycarbonyl)amino]propanal;EN300-142185;A916976;Z1255365119;((R)-1-methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester

Chemical Property of (R)-tert-Butyl (1-oxopropan-2-yl)carbamate

Chemical Property:

• Melting Point: 86-87oC
• Boiling Point: 249oC
• PKA: 11.43±0.46(Predicted)
• Flash Point: 104oC
• PSA: 58.89000
• Density: 1.015
• LogP: 1.30290
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

97% ^*data from raw suppliers

(R)-tert-Butyl(1-oxopropan-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C=O)NC(=O)OC(C)(C)C
• Isomeric SMILES: C[C@H](C=O)NC(=O)OC(C)(C)C

Technology Process of (R)-tert-Butyl (1-oxopropan-2-yl)carbamate

There total 15 articles about (R)-tert-Butyl (1-oxopropan-2-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: 99.0%

(R)-2-tertbutoxycarbonylamino-1-propanol (79069-13-9,127516-56-7,147252-84-4,106391-86-0) → (2R)-2-N-t-butoxycarbonyl-aminopropanal (82353-56-8)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; In dichloromethane; at 0 - 20 ℃; for 0.25h;

DOI:10.1002/asia.201200017

Reference yield: 92.0%

N-(tert-butoxycarbonyl)-D-alanine methyl ester (91103-47-8) → (2R)-2-N-t-butoxycarbonyl-aminopropanal (82353-56-8)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

DOI:10.1021/jm00128a033

Reference yield: 85.0%

[(R)-2-(3,5-Dimethyl-pyrazol-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester (82353-54-6) → (2R)-2-N-t-butoxycarbonyl-aminopropanal (82353-56-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -20 ℃;

DOI:10.1016/S0040-4039(00)86879-3

upstream raw materials:

(R)-2-tertbutoxycarbonylamino-1-propanol

N-(tert-butoxycarbonyl)-D-alanine methyl ester

[(R)-2-(3,5-Dimethyl-pyrazol-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester

D-Alanine

Downstream raw materials:

(R)-4-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-pentanethioic acid S-phenyl ester

(2S,3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-pentanethioic acid S-phenyl ester

(R)-4-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-pentanethioic acid S-(4-nitro-phenyl) ester

(2S,3S,4R)-4-tert-Butoxycarbonylamino-3-hydroxy-2-methyl-pentanethioic acid S-(4-nitro-phenyl) ester