Acetic acid, (dimethoxyphosphinyl)[[(phenylmethoxy)carbonyl]amino]-

Base Information

• Chemical Name: Acetic acid, (dimethoxyphosphinyl)[[(phenylmethoxy)carbonyl]amino]-
• CAS No.: 89525-07-5
• Molecular Formula: C12H16NO7P
• Molecular Weight: 317.235
• DSSTox Substance ID: DTXSID60451054
• Mol file: 89525-07-5.mol

Synonyms:89525-07-5;Acetic acid, (dimethoxyphosphinyl)[[(phenylmethoxy)carbonyl]amino]-;SCHEMBL535707;DTXSID60451054;E72454;2-(((BENZYLOXY)CARBONYL)AMINO)-2-(DIMETHOXYPHOSPHORYL)ACETIC ACID

Chemical Property of Acetic acid, (dimethoxyphosphinyl)[[(phenylmethoxy)carbonyl]amino]-

Chemical Property:

• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 8
• Exact Mass: 317.06643885
• Heavy Atom Count: 21
• Complexity: 400

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COP(=O)(C(C(=O)O)NC(=O)OCC1=CC=CC=C1)OC

Technology Process of Acetic acid, (dimethoxyphosphinyl)[[(phenylmethoxy)carbonyl]amino]-

There total 2 articles about Acetic acid, (dimethoxyphosphinyl)[[(phenylmethoxy)carbonyl]amino]- 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: 100.0%

N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester (100945-15-1,88568-95-0) → (+/-)-2-<(benzyloxycarbonyl)amino>-2-(dimethoxyphosphinyl)acetic acid (89525-07-5)

Guidance literature:

With lithium hydroxide; In methanol; ethanol; water; at 0 ℃; for 1h;

DOI:10.1021/acs.jmedchem.5b00933

Reference yield:

methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate (127357-37-3,58237-86-8) → (+/-)-2-<(benzyloxycarbonyl)amino>-2-(dimethoxyphosphinyl)acetic acid (89525-07-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) PCl₃ / 1.) toluene, 18 h, 70 deg C, 2.) 2 h, 70 deg C

2: 84 percent / aq. NaOH / dioxane

With sodium hydroxide; phosphorus trichloride; In 1,4-dioxane;

DOI:10.1055/s-1984-30730

Reference yield: 95.0%

2-(Trimethylsilyl)ethanol (2916-68-9) + (+/-)-2-<(benzyloxycarbonyl)amino>-2-(dimethoxyphosphinyl)acetic acid (89525-07-5) → 2-(trimethylsilyl)ethyl α-(dimethoxyphosphoryl)-N-(benzyloxycarbonyl)glycinate (134038-88-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at -15 - 20 ℃; for 5h;

upstream raw materials:

N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester

methyl 2-(benzyloxycarbonylamino)-2-methoxyacetate

Downstream raw materials:

di-tert-butyl N-<2-<(benzyloxycarbonyl)amino>-2-(dimethoxyphosphinyl)acetyl>-L-glutamate

N-<2-Benzyloxycarbonylamino-2-(dimethoxyphosphinyl)-acetyl>-glycine methyl ester

dimethyl N-<2-<(benzyloxycarbonyl)amino>-2-(dimethoxyphosphinyl)acetyl>-L-glutamate

Z-(R,S)-2-Amino-2-(dimethoxyphosphinyl)acetic acid chloride