(2s,3r)-3-Amino-2-hydroxy-5-methylhexanoic acid

Base Information

• Chemical Name: (2s,3r)-3-Amino-2-hydroxy-5-methylhexanoic acid
• CAS No.: 70853-11-1
• Molecular Formula: C7H15NO3
• Molecular Weight: 161.201
• DSSTox Substance ID: DTXSID50512188
• Nikkaji Number: J329.309B
• Wikidata: Q27462225
• Mol file: 70853-11-1.mol

Synonyms:(2s,3r)-3-amino-2-hydroxy-5-methylhexanoic acid;70853-11-1;SCHEMBL2034368;DTXSID50512188;Q27462225

Chemical Property of (2s,3r)-3-Amino-2-hydroxy-5-methylhexanoic acid

Chemical Property:

• PSA: 83.55000
• LogP: 0.50560
• Storage Temp.: −20°C
• XLogP3: -2.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 161.10519334
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

97% ^*data from raw suppliers

(2S,3R)-3-AMINO-2-HYDROXY-5-METHYLHEXANOIC ACID HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2s,3r)-3-Amino-2-hydroxy-5-methylhexanoic acid

There total 19 articles about (2s,3r)-3-Amino-2-hydroxy-5-methylhexanoic 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: 94.0%

3-Azido-2-hydroxy-5-methyl-hexanoic acid → (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid (70853-11-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jo00209a048

Reference yield: 90.0%

[(S)-1-((S)-Cyano-hydroxy-methyl)-3-methyl-butyl]-carbamic acid benzyl ester (63219-62-5,73397-23-6,73397-24-7,106868-70-6,106868-79-5) → (2RS,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid (62023-30-7,70853-11-1,70853-17-7,73397-20-3,73397-21-4,75556-30-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 12h; Heating;

DOI:10.1021/jo01300a004

Reference yield: 60.0%

(-)-8-Phenylmenthyl (2S,3R)-3-Amino-2-hydroxy-5-methyl-hexanoate (128114-54-5) → (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid (70853-11-1) + (-)-8-phenylmenthol (65253-04-5)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jo00302a050

upstream raw materials:

sodium cyanide

[(R)-1-(3,5-Dimethyl-pyrazole-1-carbonyl)-3-methyl-butyl]-carbamic acid benzyl ester

(-)-8-Phenylmenthyl (2S,3R)-3-Amino-2-hydroxy-5-methyl-hexanoate

3-Isobutyl-oxirane-2-carboxylic acid

Downstream raw materials:

(2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoic acid

(2RS,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid

amastatin

(2R,3R)-(3-Amino-2-hydroxy-5-methylhexanoyl)-L-valyl-L-valyl-L-aspartic Acid