Tert-butyl benzyl(2-oxoethyl)carbamate

Base Information

• Chemical Name: Tert-butyl benzyl(2-oxoethyl)carbamate
• CAS No.: 136159-63-2
• Molecular Formula: C14H19NO3
• Molecular Weight: 249.31
• DSSTox Substance ID: DTXSID60446521
• Nikkaji Number: J972.533D
• Wikidata: Q82265189
• Mol file: 136159-63-2.mol

Synonyms:tert-butyl benzyl(2-oxoethyl)carbamate;136159-63-2;N-Boc-2-(benzylamino)acetaldehyde;N-benzyl-N-BOC-glycinaldehyde;SCHEMBL2722481;DTXSID60446521;RXJOEKWQWAKFSV-UHFFFAOYSA-N;AT22629;[(tert-butoxycarbonyl)benzylamino]acetaldehyde

Chemical Property of Tert-butyl benzyl(2-oxoethyl)carbamate

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 249.13649347
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(CC=O)CC1=CC=CC=C1

Technology Process of Tert-butyl benzyl(2-oxoethyl)carbamate

There total 10 articles about Tert-butyl benzyl(2-oxoethyl)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: 91.0%

N-(tert-butoxycarbonyl)-N-benzylethanolamine (121496-39-7) → N-(t-butyloxycarbonyl)-N-benzylaminoacetaldehyde (136159-63-2)

Guidance literature:

N-(tert-butoxycarbonyl)-N-benzylethanolamine; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 2h;

With triethylamine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1021/acs.joc.6b00305

Reference yield: 86.0%

di-tert-butyl dicarbonate (24424-99-5) + N-Benzylethanolamine (104-63-2) → N-(t-butyloxycarbonyl)-N-benzylaminoacetaldehyde (136159-63-2)

Guidance literature:

di-tert-butyl dicarbonate; N-Benzylethanolamine; In dichloromethane; at 20 ℃; for 1h;

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.5h;

Reference yield:

water (7732-18-5) + N-(tert-butoxycarbonyl)-N-benzylethanolamine (121496-39-7) → N-(t-butyloxycarbonyl)-N-benzylaminoacetaldehyde (136159-63-2)

Guidance literature:

With pyridinium chlorochromate; In methanol; dichloromethane;

upstream raw materials:

N-(tert-butoxycarbonyl)-N-benzylethanolamine

di-tert-butyl dicarbonate

N-Benzylethanolamine

water

Downstream raw materials:

4-Amino(2R,S)-benzyl-(3R,S)-hydroxybutyric acid