BOC-acetamide

Base Information

• Chemical Name: BOC-acetamide
• CAS No.: 42998-54-9
• Molecular Formula: C7H13NO3
• Molecular Weight: 159.185
• DSSTox Substance ID: DTXSID40473996
• Wikidata: Q82303733
• Mol file: 42998-54-9.mol

Synonyms:BOC-acetamide;42998-54-9;tert-butyl 3-amino-3-oxopropanoate;Tert-butyl 2-carbamoylacetate;Propanoic acid, 3-amino-3-oxo-, 1,1-dimethylethyl ester;SCHEMBL2557471;DTXSID40473996;MEPSWGJJMNJKQN-UHFFFAOYSA-N;CS-0369601;F83811

Chemical Property of BOC-acetamide

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 159.08954328
• Heavy Atom Count: 11
• Complexity: 169

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of BOC-acetamide

There total 1 articles about BOC-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:

mono-tert-butyl malonate (40052-13-9) → tert-butyl α-aminocarbonyl acetate (42998-54-9)

Guidance literature:

With ammonia; benzotriazol-1-ol; In methanol; N,N-dimethyl-formamide; at 20 ℃;

mono-tert-butyl malonate; With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

tert-butyl α-aminocarbonyl acetate (42998-54-9) + (4'S,5'R,6'R)-Ethyl 3-(5'-(methoxymethoxy)-6'-((benzyloxy)methyl)-1',3'-dioxan-4'-yl)acrylate → 4-((4S,5R,6R)-6-Benzyloxymethyl-5-methoxymethoxy-[1,3]dioxan-4-yl)-2,6-dioxo-piperidine-3-carboxylic acid tert-butyl ester

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 5h; Yield given;

DOI:10.1021/jo00090a025

Reference yield:

tert-butyl α-aminocarbonyl acetate (42998-54-9) → 2,6-Dioxo-4-((1S,2R,3R)-1,2,3-trimethoxy-4-trityloxy-butyl)-piperidine-3-carboxylic acid tert-butyl ester (138770-49-7)

Guidance literature:

With potassium tert-butylate; Yield given. Multistep reaction; 1.) THF, -10 deg C, 20 min, 2.) 0 deg C, 15 min, then r.t., 3 d;

DOI:10.1016/S0040-4020(01)82330-9

upstream raw materials:

mono-tert-butyl malonate

Downstream raw materials:

4-((4S,5R,6R)-5-Benzyloxy-6-benzyloxymethyl-[1,3]dioxan-4-yl)-piperidine-2,6-dione

2,6-Dioxo-4-((1S,2R,3R)-1,2,3-trimethoxy-4-trityloxy-butyl)-piperidine-3-carboxylic acid tert-butyl ester