o-Phosphohomoserine

Base Information

• Chemical Name: o-Phosphohomoserine
• CAS No.: 4210-66-6
• Molecular Formula: C4H10NO6P
• Molecular Weight: 199.1
• Hs Code.: 2931900090
• DSSTox Substance ID: DTXSID60962276
• Nikkaji Number: J722.742F
• Wikidata: Q27098324
• Metabolomics Workbench ID: 38345
• Mol file: 4210-66-6.mol

Synonyms:homoserine phosphate;O-phosphohomoserine;O-phosphohomoserine, (DL)-isomer

Chemical Property of o-Phosphohomoserine

Chemical Property:

• Vapor Pressure: 1.87E-11mmHg at 25°C
• Boiling Point: 502.3°Cat760mmHg
• Flash Point: 257.6°C
• PSA: 139.89000
• Density: 1.676g/cm³
• LogP: -0.40200
• Storage Temp.: ?20°C
• XLogP3: -5.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 199.02457404
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

99%, ^*data from raw suppliers

O-Phospho-L-homoserine lithium salt ≥95% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of o-Phosphohomoserine

There total 3 articles about o-Phosphohomoserine 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:

(S)-2-Amino-4-(diphenoxy-phosphoryloxy)-butyric acid benzyl ester → L-2-amino-4-phosphonobutyric acid (4210-66-6,28345-77-9)

Guidance literature:

With hydrogen; platinum on activated charcoal; In acetic acid;

DOI:10.1021/jo00947a042

Reference yield:

(S)-4-Phosphonooxy-2-(2,2,2-trifluoro-acetylamino)-butyric acid isopropyl ester → L-2-amino-4-phosphonobutyric acid (4210-66-6,28345-77-9)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 3h; Yield given;

DOI:10.1039/c39940000815

Reference yield:

(S)-2-Benzyloxycarbonylamino-4-(diphenoxy-phosphoryloxy)-butyric acid 4-nitro-benzyl ester (55596-52-6) → L-2-amino-4-phosphonobutyric acid (4210-66-6,28345-77-9)

Guidance literature:

With hydrogen; platinum(IV) oxide; In acetic acid;

DOI:10.1002/hlca.19750580221

upstream raw materials:

(S)-2-Benzyloxycarbonylamino-4-(diphenoxy-phosphoryloxy)-butyric acid 4-nitro-benzyl ester

Downstream raw materials:

L-threonine

Refernces

• 1、 Barclay, Fiona,Chrystal, Ewan,Gani, David. "Synthesis of L-O-Phosphohomoserine and its C-3 Chirally Deuteriated Isotopomers: Probes for the Pyridoxal Phosphate Dependent Threonine Synthase Reaction". . p. 815 - 816. Retrieved 2007/10/02.
• 2、 Fickel,Gilvarg. "A synthesis of homoserine phosphate and a blocked derivative suitable for peptide synthesis.". . p. 1421 - 1423. Retrieved 2007/10/06.