2-Amino-5-phosphono-3-pentenoic acid

Base Information

• Chemical Name: 2-Amino-5-phosphono-3-pentenoic acid
• CAS No.: 118492-04-9
• Molecular Formula: C₅H₁₀NO₅P
• Molecular Weight: 195.112
• Nikkaji Number: J692.137J
• ChEMBL ID: CHEMBL92293
• Mol file: 118492-04-9.mol

Synonyms:2-amino-5-phosphono-3-pentenoic acid;2-amino-5-phosphono-3-pentenoic acid, E-(+-)-isomer;2-APPA

Chemical Property of 2-Amino-5-phosphono-3-pentenoic acid

Chemical Property:

• Vapor Pressure: 7E-13mmHg at 25°C
• Boiling Point: 535.3°Cat760mmHg
• Flash Point: 277.5°C
• PSA: 130.66000
• Density: 1.592g/cm³
• LogP: -0.16750
• XLogP3: -4.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 195.02965942
• Heavy Atom Count: 12
• Complexity: 232

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C=CC(C(=O)O)N)P(=O)(O)O
• Isomeric SMILES: C(/C=C\C(C(=O)O)N)P(=O)(O)O

Technology Process of 2-Amino-5-phosphono-3-pentenoic acid

There total 57 articles about 2-Amino-5-phosphono-3-pentenoic 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: 97.1%

3,4-didehydro-5-phosphono-DL-norvaline ethylester hydrochloride → 3,4-didehydro-5-phosphono-L-norvaline (118492-04-9) + 3,4-didehydro-5-phosphono-D-norvaline ethylester hydrochloride

Guidance literature:

α-chymotrypsin; In water; at 25 ℃; for 6h;

DOI:10.1246/bcsj.61.3711

Reference yield: 90.1%

3,4-didehydro-5-phosphono-D-norvaline ethylester hydrochloride → 3,4-didehydro-5-phosphono-D-norvaline (118492-04-9)

Guidance literature:

With sodium hydroxide; at 40 - 45 ℃; for 0.5h;

DOI:10.1246/bcsj.61.3711

Reference yield: 90.0%

(E)-ethyl 2-tert-butyloxycarbonylamino-5-diethylphosphono-3-pentenoate (129084-75-9) → (E)-2-amino-5-phosphono-3-pentenoic acid (127910-33-2,118492-04-9)

Guidance literature:

With hydrogenchloride; at 120 ℃; for 20h;

upstream raw materials:

ammonium formate

4-oxo-2-butenophosphonic acid ethyl ester

3-(2,5-dioxo-4-imidazolidinyl)-2-propenylphosphonic acid

3-(2,5-dioxo-4-imidazolidinyl)-2-propenylphosphonic acid diethyl ester

Downstream raw materials:

5-phosphono-3,4-didehydro-D-norvaline

AP-5