Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate

Base Information

• Chemical Name: Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate
• CAS No.: 82961-77-1
• Molecular Formula: C13H15NO5
• Molecular Weight: 265.266
• DSSTox Substance ID: DTXSID30509394
• Nikkaji Number: J461.249C
• Wikidata: Q82366925
• Mol file: 82961-77-1.mol

Synonyms:82961-77-1;METHYL 4-(CBZ-AMINO)-3-OXOBUTANOATE;methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate;4-Benzyloxycarbonylamino-3-oxo-butyric acid methyl ester;methyl 3-oxo-4-(phenylmethoxycarbonylamino)butanoate;C13H15NO5;3-OXO-4-(CBZ-AMINO)-BUTANOIC ACID METHYL ESTER;MFCD08067417;Methyl 4-{[(benzyloxy)carbonyl]amino}-3-oxobutanoate;Methyl4-(Cbz-Amino)-3-oxobutanoate;Butanoic acid, 3-oxo-4-[[(phenylmethoxy)carbonyl]amino]-, methyl ester;SCHEMBL6139028;DTXSID30509394;AMY20557;AKOS004910653;AS-32647;SY020280;CS-0313135

Chemical Property of Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate

Chemical Property:

• Melting Point: 49-51 °C
• Boiling Point: 414.4±35.0 °C(Predicted)
• PKA: 10.10±0.46(Predicted)
• Density: 1.218±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 265.09502258
• Heavy Atom Count: 19
• Complexity: 323

Purity/Quality:

97% ^*data from raw suppliers

4-Benzyloxycarbonylamino-3-oxo-butyricacidmethylester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)CNC(=O)OCC1=CC=CC=C1

Technology Process of Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate

There total 7 articles about Methyl 4-(((benzyloxy)carbonyl)amino)-3-oxobutanoate 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: 86.0%

monomethyl monopotassium malonate (38330-80-2) + N-(Benzyloxycarbonyl)glycine (1138-80-3) → methyl 4-<(benzyloxycarbonyl)amino>-3-oxobutanoate (82961-77-1)

Guidance literature:

N-(Benzyloxycarbonyl)glycine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 5 - 20 ℃;

monomethyl monopotassium malonate; With magnesium chloride; In tetrahydrofuran; at 20 ℃;

DOI:10.1002/ejoc.201101117

Reference yield: 65.0%

magnesium monomethyl malonate + N-(Benzyloxycarbonyl)glycine (1138-80-3) → methyl 4-<(benzyloxycarbonyl)amino>-3-oxobutanoate (82961-77-1)

Guidance literature:

N-(Benzyloxycarbonyl)glycine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran;

magnesium monomethyl malonate; In tetrahydrofuran; hexane; at 20 ℃;

DOI:10.1016/S0040-4020(03)00052-8

Reference yield:

monomethyl monopotassium malonate (38330-80-2) + N-Benzyloxycarbonylglycine imidazolide (22586-32-9) → methyl 4-<(benzyloxycarbonyl)amino>-3-oxobutanoate (82961-77-1)

Guidance literature:

With magnesium chloride; In tetrahydrofuran; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.17344/acsi.2017.3438

upstream raw materials:

methanol

5-(N-Z-glycyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

N-(Benzyloxycarbonyl)glycine

Methyl hydrogen malonate dianion magnesium chelate

Downstream raw materials:

N-Cbz-GABOB methyl ester

(10-oxo-2,3,5,6-tetrahydro-1H,4H,10H-11-oxa-3a-aza-benzo[de]anthracen-8-ylmethyl)carbamic acid benzyl ester

methyl (RS)-<4-(benzyloxycarbonyl)amino>-3-hydroxybutyrate

(R)-4-Benzyloxycarbonylamino-3-((R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionyloxy)-butyric acid methyl ester