(2S,3R)-3-Amino-2-hydroxyheptanoic acid

Base Information

• Chemical Name: (2S,3R)-3-Amino-2-hydroxyheptanoic acid
• CAS No.: 334871-10-2
• Molecular Formula: C₇H₁₅NO₃
• Molecular Weight: 161.201
• DSSTox Substance ID: DTXSID40439173
• Nikkaji Number: J1.008.554C
• Wikidata: Q27457272
• Mol file: 334871-10-2.mol

Synonyms:(2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID;334871-10-2;AMINO-HYDROXYHEPTANOIC ACID;DTXSID40439173;AKOS006290246;Q27457272

Chemical Property of (2S,3R)-3-Amino-2-hydroxyheptanoic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.495
• Boiling Point: 289.1 °C at 760 mmHg
• PKA: 3.04±0.32(Predicted)
• Flash Point: 128.6 °C
• PSA: 83.55000
• Density: 1.033 g/cm³
• LogP: 0.64970
• XLogP3: -2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 161.10519334
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

98% ^*data from raw suppliers

(2S,3R)-3-AMINO-2-HYDROXYHEPTANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2S,3R)-3-Amino-2-hydroxyheptanoic acid

There total 4 articles about (2S,3R)-3-Amino-2-hydroxyheptanoic 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: 70.0%

tert-butyl 3(S)-amino-2(S)-hydroxyheptanoate (254438-53-4) → (2S,3S)-3-Amino-2-hydroxy-heptanoic acid (254438-54-5,334871-10-2)

Guidance literature:

With trifluoroacetic acid; for 0.5h;

DOI:10.1016/S0960-894X(01)00816-2

Reference yield:

3-nitro-2-hydroxyheptanoic acid (561066-92-0) → 3-amino-2-hydroxyheptanoic acid (561066-93-1,334871-10-2)

Guidance literature:

With hydrogen; acetic acid; palladium on activated charcoal; In methanol; at 50 ℃; under 760 Torr;

DOI:10.1021/jm0210717

Reference yield:

1-nitropentane (628-05-7) → 3-amino-2-hydroxyheptanoic acid (561066-93-1,334871-10-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / H₂O; methanol / 20 °C

2: H₂; AcOH / Pd/C / 3051.17 - 3102.89 Torr

With hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In methanol; water;

DOI:10.1021/jm060077j

upstream raw materials:

tert-butyl 3(S)-amino-2(S)-hydroxyheptanoate

(E)-tert-butyl hept-2-enoate

3-nitro-2-hydroxyheptanoic acid

1-nitropentane

Refernces

• 1、 Lubisch, Wilfried,Beckenbach, Edith,Bopp, Sabina,Hofmann, Hans-Peter,Kartal, Arzu,K?stel, Claudia,Lindner, Tanja,Metz-Garrecht, Marion,Reeb, Jutta,Regner, Ferdinand,Vierling, Michael,M?ller, Achim. "Benzoylalanine-derived ketoamides carrying vinylbenzyl amino residues: Discovery of potent water-soluble calpain inhibitors with oral bioavailability". . p. 2404 - 2412. Retrieved 2007/10/03.