(3S)-3-Amino-5-methoxy-5-oxopentanoic acid

Base Information

• Chemical Name: (3S)-3-Amino-5-methoxy-5-oxopentanoic acid
• CAS No.: 77856-53-2
• Molecular Formula: C₆H₁₁NO₄
• Molecular Weight: 161.158
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID80511028
• Wikidata: Q82369627
• Mol file: 77856-53-2.mol

Synonyms:(3S)-3-AMINO-5-METHOXY-5-OXOPENTANOIC ACID;77856-53-2;SCHEMBL11057020;DTXSID80511028;AKOS006306826;EN300-816535

Chemical Property of (3S)-3-Amino-5-methoxy-5-oxopentanoic acid

Chemical Property:

• Boiling Point: 326.8±37.0 °C(Predicted)
• PKA: 3?+-.0.10(Predicted)
• PSA: 89.62000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 0.05180
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 161.06880783
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

99% ^*data from raw suppliers

(S)-3-AMINOGLUTARIC ACIDMONOMETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(CC(=O)O)N
• Isomeric SMILES: COC(=O)C[C@H](CC(=O)O)N

Technology Process of (3S)-3-Amino-5-methoxy-5-oxopentanoic acid

There total 7 articles about (3S)-3-Amino-5-methoxy-5-oxopentanoic acid 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: 84.0%

benzyl (S)-3-N-benzyloxycarbonylamino-4-methoxycarbonylbutyrate (80974-45-4) → (S)-3-Amino-4-methoxycarbonylbutyric acid (77856-53-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1248/cpb.33.3299

Reference yield:

(S)-3-<(benzyloxycarbonyl)amino>-4-(methoxycarbonyl)butyric acid (77856-52-1) → (S)-3-Amino-4-methoxycarbonylbutyric acid (77856-53-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; Yield given;

DOI:10.1021/ja00399a043

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → (S)-3-Amino-4-methoxycarbonylbutyric acid (77856-53-2)

Guidance literature:

Multi-step reaction with 4 steps

1: CH₃CO₂NH₄/NaBH₃CN

2: 90 percent / Et₃N

3: 93 percent / pig liver esterase / 1.5 h / 25 °C / 0.1M phosphate buffer (pH 8.0)

4: H₂ / Pd-C / methanol

With pig liver esterase; ammonium acetate; hydrogen; sodium cyanoborohydride; triethylamine; palladium on activated charcoal; In methanol;

DOI:10.1021/ja00399a043

upstream raw materials:

(S)-3-<(benzyloxycarbonyl)amino>-4-(methoxycarbonyl)butyric acid

benzyl (S)-3-N-benzyloxycarbonylamino-4-methoxycarbonylbutyrate

β-methyl N-benzyloxycarbonyl-(R)-aspartyl diazo ketone

3-oxopentanedioic acid dimethyl ester

Downstream raw materials:

(3S,5Z)-3-(2-nitrobenzenesulfonylamino)tetradec-5-enoic acid methyl ester

(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid methyl ester

(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid

(3S,5Z)-3-[{3-[(5-bromopentyl)(2-nitrobenzenesulfonyl)amino]propyl}(2-nitrobenzenesulfonyl)amino]tetradec-5-enoic acid allyl ester