N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester

Base Information

• Chemical Name: N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester
• CAS No.: 108857-88-1
• Molecular Formula: C₁₃H₂₀NO₅P
• Molecular Weight: 301.279
• Mol file: 108857-88-1.mol

Synonyms:N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester

Chemical Property of N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester

There total 5 articles about N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester 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: 75.3%

O-benzyl carbamate (621-84-1) + isovaleraldehyde (590-86-3) → N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester (108857-88-1)

Guidance literature:

O-benzyl carbamate; isovaleraldehyde; With phosphonic Acid; acetic anhydride; acetyl chloride; at 20 ℃; Inert atmosphere;

With water; Inert atmosphere;

DOI:10.1080/10426507.2016.1248289

Reference yield: 30.0%

benzyl 1-(diethoxyphosphoryl)-3-methylbutylcarbamate (82629-29-6,125882-48-6,125882-55-5) → N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester (108857-88-1)

Guidance literature:

With trimethylsilyl iodide; In dichloromethane;

DOI:10.1016/S0040-4020(01)86836-8

Reference yield:

N-carbobenzyloxy leucine (2018-66-8,28862-79-5,3588-60-1) → N-(3-methyl-1-phosphonobutyl)carbamic acid phenylmethyl ester (108857-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) sodium hydrogencarbonate, AgNO₃, 2.) bromine / 1.) water, 15 min, in the dark, 2.) CCl₄, room temperature, 2 h.

2: 20 percent / NaH / 30 °C

3: 30 percent / trimethylsilyl iodide / CH₂Cl₂

With trimethylsilyl iodide; bromine; sodium hydride; sodium hydrogencarbonate; silver nitrate; In dichloromethane;

DOI:10.1016/S0040-4020(01)86836-8

upstream raw materials:

benzyl 1-(diethoxyphosphoryl)-3-methylbutylcarbamate

N-carbobenzyloxy leucine

O-benzyl carbamate

isovaleraldehyde

Downstream raw materials:

(1-Benzyloxycarbonylamino-3-methyl-butyl)-phosphonic acid monoisopropyl ester