Carbamic acid, (3-oxopropyl)(phenylmethyl)-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Carbamic acid, (3-oxopropyl)(phenylmethyl)-, 1,1-dimethylethyl ester
• CAS No.: 98014-77-8
• Molecular Formula: C15H21NO3
• Molecular Weight: 263.337
• DSSTox Substance ID: DTXSID00473811
• Nikkaji Number: J972.523G
• Wikidata: Q82303447
• Mol file: 98014-77-8.mol

Synonyms:Carbamic acid, (3-oxopropyl)(phenylmethyl)-, 1,1-dimethylethyl ester;benzyl-(3-oxo-propyl)-carbamic acid tert-butyl ester;SCHEMBL2794680;DTXSID00473811;PFHZIXYYGQRGDG-UHFFFAOYSA-N

Chemical Property of Carbamic acid, (3-oxopropyl)(phenylmethyl)-, 1,1-dimethylethyl ester

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 263.15214353
• Heavy Atom Count: 19
• Complexity: 290

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Carbamic acid, (3-oxopropyl)(phenylmethyl)-, 1,1-dimethylethyl ester

There total 21 articles about Carbamic acid, (3-oxopropyl)(phenylmethyl)-, 1,1-dimethylethyl ester 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: 97.0%

3-[N-benzyl-N-(tert-butoxycarbonyl)amino]propan-1-ol (98014-76-7) → 3-(N-benzyl-N-tert-butoxycarbonylamino)propanal (98014-77-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine;

DOI:10.1016/S0040-4020(98)00297-X

Reference yield: 57.0%

3-(Benzyl-tert-butoxycarbonyl-amino)-propionic acid methyl ester (155339-52-9) → 3-(N-benzyl-N-tert-butoxycarbonylamino)propanal (98014-77-8)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; for 2h;

DOI:10.1016/S0040-4020(01)86974-X

Reference yield:

N-tert-butoxycarbonyl-3-aminopropanol (58885-58-8) → 3-(N-benzyl-N-tert-butoxycarbonylamino)propanal (98014-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: imidazole

2: NaH

3: aq. AcOH / tetrahydrofuran

4: (COCl)2, DMSO / CH₂Cl₂ / 0.42 h / -78 °C

With 1H-imidazole; oxalyl dichloride; sodium hydride; acetic acid; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00141a004

upstream raw materials:

3-(Benzyl-tert-butoxycarbonyl-amino)-propionic acid methyl ester

3-[N-benzyl-N-(tert-butoxycarbonyl)amino]propan-1-ol

benzyl-(3,4-dihydroxy-butyl)-carbamic acid tert-butyl ester

N-benzyl-3-butenylamine

Downstream raw materials:

(E)-6-[N-benzyl-N-(tert-butoxycarbonyl)amino]-3-hexen-2-one

(E)-methyl N-benzyl-N-tert-butoxycarbonyl-5-amino-2-pentenoate

Benzyl-(4,4-dibromo-but-3-enyl)-carbamic acid tert-butyl ester

(E)-ethyl N-benzyl-N-tert-butoxycarbonyl-5-amino-2-pentenoate