2-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide

Base Information

• Chemical Name: 2-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide
• CAS No.: 63648-89-5
• Molecular Formula: C14H20N2O4
• Molecular Weight: 280.324
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID90563114
• Wikidata: Q82447467
• Mol file: 63648-89-5.mol

Synonyms:63648-89-5;2-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide;tert-butyl N-[2-oxo-2-(phenylmethoxyamino)ethyl]carbamate;Boc-Gly-NHOBzl;tert-Butyl (2-((benzyloxy)amino)-2-oxoethyl)carbamate;tert-Butyl {2-[(benzyloxy)amino]-2-oxoethyl}carbamate;SCHEMBL18500725;DTXSID90563114;PPSQDHWNGIKSRV-UHFFFAOYSA-N;tert-butyl 2-(benzyloxyamino)-2-oxoethylcarbamate;t-Butyloxycarbonyl-O-Benzyl Glycine Hydroxamic Acid

Chemical Property of 2-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide

Chemical Property:

• PKA: 11.13±0.46(Predicted)
• PSA: 76.66000
• Density: 1.139±0.06 g/cm3(Predicted)
• LogP: 2.54090
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 280.14230712
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

95% ^*data from raw suppliers

2-[(TERT-BUTOXY)CARBONYLAMINO]-N-(PHENYLMETHOXY)ACETAMIDE 95.00% ^*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(=O)NOCC1=CC=CC=C1

Technology Process of 2-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide

There total 3 articles about 2-[(tert-Butoxy)carbonylamino]-N-(phenylmethoxy)acetamide 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: 93.0%

BOC-glycine (4530-20-5) + O-benzylhydoxylamine hydrochloride (2687-43-6) → (benzyloxycarbamoylmethyl)carbamic acid tert-butyl ester (63648-89-5)

Guidance literature:

With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 5 ℃;

DOI:10.1248/cpb.38.1007

Reference yield: 86.0%

BOC-glycine (4530-20-5) + N-benzyloxyamine (622-33-3) → (benzyloxycarbamoylmethyl)carbamic acid tert-butyl ester (63648-89-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 1H-benzo[d][1,2,3]triazol-1-yl 4-methanebenzenesulfonate; In acetonitrile; at 0 - 20 ℃; Green chemistry;

DOI:10.1039/c3ra44294b

Reference yield:

tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate (3392-07-2) + N-benzyloxyamine (622-33-3) → (benzyloxycarbamoylmethyl)carbamic acid tert-butyl ester (63648-89-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 24h;

DOI:10.1039/d1dt02604f

upstream raw materials:

BOC-glycine

N-benzyloxyamine

O-benzylhydoxylamine hydrochloride

tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate

Downstream raw materials:

2-amino-N-benzyloxyacetamide 2,2,2-trifluoroacetic acid

3-(benzyloxy)imidazolidine-2,4-dione

Boc-Pro-Gln-Gly-NHOBzl

Boc-Pro-Leu-Gly-NHOBzl