N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride

Base Information

• Chemical Name: N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride
• CAS No.: 365432-18-4
• Molecular Formula: C₁₉H₂₇Cl₂N₂O₅P
• Molecular Weight: 465.314

Synonyms:N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride

Chemical Property of N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride

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Technology Process of N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride

There total 3 articles about N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride 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: 55.0%

N-acetyl-L-tyrosine allyl ester (365432-14-0) + N-methyl-N-(4-chlorobutyl)phosphoramidic dichloride (365432-22-0) → N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride (365432-18-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -15 - -5 ℃; for 4h;

DOI:10.1021/jm060142p

Reference yield:

N-acetyl-L-tyrosine (537-55-3) → N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride (365432-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / diisopropylethylamine / 2 h / Heating

2: 55 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / -15 - -5 °C

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1021/jm060142p

Reference yield:

N-methyl-N-(4-chloro-n-butyl)amine hydrochloride → N-methyl-N-(4-chlorobutyl) O-(4-((S)-2-acetylamino-2-carboxyallylethyl))phenyl phosphoramidic chloride (365432-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / POCl₃; Et₃N / CH₂Cl₂ / 20 °C

2: 55 percent / diisopropylethylamine / CH₂Cl₂ / 4 h / -15 - -5 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In dichloromethane;

DOI:10.1021/jm060142p

upstream raw materials:

N-acetyl-L-tyrosine allyl ester

N-methyl-N-(4-chlorobutyl)phosphoramidic dichloride

N-acetyl-L-tyrosine

Downstream raw materials:

N-methyl-N-(4-chlorobutyl) O-(5-nitrofuryl-2-methyl) O-(4-((S)-2-acetylamino-2-carboxyethyl))phenyl phosphoramidate

(S)-2-Acetylamino-3-{4-[[(4-chloro-butyl)-methyl-amino]-(5-nitro-furan-2-ylmethoxy)-phosphoryloxy]-phenyl}-propionic acid allyl ester

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