Phosphoric acid, 2-(acetylamino)-3-(methylamino)-3-oxopropyl bis(phenylmethyl) ester, (S)-

Base Information

• Chemical Name: Phosphoric acid, 2-(acetylamino)-3-(methylamino)-3-oxopropyl bis(phenylmethyl) ester, (S)-
• CAS No.: 90013-42-6
• Molecular Formula: C₂₀H₂₅N₂O₆P
• Molecular Weight: 420.402
• Mol file: 90013-42-6.mol

Synonyms:

Chemical Property of Phosphoric acid, 2-(acetylamino)-3-(methylamino)-3-oxopropyl bis(phenylmethyl) ester, (S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Phosphoric acid, 2-(acetylamino)-3-(methylamino)-3-oxopropyl bis(phenylmethyl) ester, (S)-

There total 3 articles about Phosphoric acid, 2-(acetylamino)-3-(methylamino)-3-oxopropyl bis(phenylmethyl) ester, (S)- 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: 66.0%

N-acetylserine methylamide (6367-12-0) + dibenzyl phosphochloridate (538-37-4) → Nα-(acetyl)-O-(dibenzylphosphono)serine N-methylamide (90013-42-6)

Guidance literature:

With pyridine; at -15 ℃; for 14h;

Reference yield:

N-acetyl-O-benzylserine methylamide (57110-26-6) → Nα-(acetyl)-O-(dibenzylphosphono)serine N-methylamide (90013-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / hydrogen / 10percent Pd/C

2: 66 percent / pyridine / 14 h / -15 °C

With pyridine; hydrogen; palladium on activated charcoal;

Reference yield:

N-acetylserine methylamide (6367-12-0) + dibenzyl N,N-diethylphosphoramidite (67746-43-4) → Nα-(acetyl)-O-(dibenzylphosphono)serine N-methylamide (90013-42-6)

Guidance literature:

With 1H-tetrazole; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction; 1.) DMF, 20 deg C, 30 min, 2.) CH₂Cl₂, -20 deg C, 10 min;

DOI:10.1071/CH9901633

upstream raw materials:

N-acetylserine methylamide

dibenzyl phosphochloridate

dibenzyl N,N-diethylphosphoramidite

N-acetyl-O-benzylserine methylamide

Refernces

• 1、 Alewood, Paul F.,Palma, Santa,Johns, R. B.. "Sythesis of a Model Phosphopeptide". . p. 425 - 428. Retrieved 2007/10/02.