Metamelfalan

Base Information

• Chemical Name: Metamelfalan
• CAS No.: 1088-80-8
• Molecular Formula: C₁₃H₁₈Cl₂N₂O₂
• Molecular Weight: 305.204
• Hs Code.: 2922499990
• UNII: 3B30XBE7S2
• DSSTox Substance ID: DTXSID50883183
• Nikkaji Number: J7.252D
• Wikidata: Q27256990
• NCI Thesaurus Code: C83946
• ChEMBL ID: CHEMBL2107075
• Mol file: 1088-80-8.mol

Synonyms:m-L-sarcolysin;metamelfalan

Chemical Property of Metamelfalan

Chemical Property:

• Vapor Pressure: 5.2E-10mmHg at 25°C
• Refractive Index: 1.6070 (estimate)
• Boiling Point: 479.7°Cat760mmHg
• Flash Point: 243.9°C
• PSA: 66.56000
• Density: 1.32g/cm³
• LogP: 2.62530
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 304.0745332
• Heavy Atom Count: 19
• Complexity: 273

Purity/Quality:

99% ^*data from raw suppliers

Metamelfalan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N(CCCl)CCCl)CC(C(=O)O)N
• Isomeric SMILES: C1=CC(=CC(=C1)N(CCCl)CCCl)C[C@@H](C(=O)O)N
• Uses: Metamelfalan is an impurity of Melphalan (M216900). Melphalan (M216900) is an antineoplastic.

Technology Process of Metamelfalan

There total 4 articles about Metamelfalan 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:

3-nitro-L-tyrosine (621-44-3) → L-m-sarcolysin (1088-80-8)

Guidance literature:

Multi-step reaction with 4 steps

3: MsCl, LiCl

With methanesulfonyl chloride; lithium chloride;

DOI:10.1016/0040-4039(95)02261-9

Reference yield:

L-N-acetyl-3-aminophenyl-alanine methyl ester (173558-68-4) → L-m-sarcolysin (1088-80-8)

Guidance literature:

Multi-step reaction with 3 steps

2: MsCl, LiCl

With methanesulfonyl chloride; lithium chloride;

DOI:10.1016/0040-4039(95)02261-9

Reference yield:

L-N-acetyl-(m-bis-hydroxyethylamino)-phenylalanine methyl ester (174019-19-3) → L-m-sarcolysin (1088-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: MsCl, LiCl

With methanesulfonyl chloride; lithium chloride;

DOI:10.1016/0040-4039(95)02261-9

upstream raw materials:

(S)-2-Acetylamino-3-{3-[bis-(2-chloro-ethyl)-amino]-phenyl}-propionic acid methyl ester

3-nitro-L-tyrosine

L-N-acetyl-3-aminophenyl-alanine methyl ester

L-N-acetyl-(m-bis-hydroxyethylamino)-phenylalanine methyl ester

Downstream raw materials:

trifluoroacetyl-L-propyl-m--L-phenylalanine

(S)-2-{(S)-3-{3-[Bis-(2-chloro-ethyl)-amino]-phenyl}-2-[((S)-pyrrolidine-2-carbonyl)-amino]-propionylamino}-pentanoic acid

N-trifluoroacetyl-L-propyl-L-m-sarcolysil-L-norvaline ethyl ester

Refernces