Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate

Base Information

• Chemical Name: Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate
• CAS No.: 118553-54-1
• Molecular Formula: C₁₆H₂₄NO₇P
• Molecular Weight: 373.343
• Mol file: 118553-54-1.mol

Synonyms:Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate

Chemical Property of Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate

There total 4 articles about Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate 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: 75.0%

benzyl bromide (100-39-0) + (±)-2-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetic acid (121056-96-0) → Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate (118553-54-1)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 2h; Ambient temperature;

DOI:10.1021/ja00198a040

Reference yield:

(±)-2-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetic acid (121056-96-0) + benzyl alcohol (100-51-6,185532-71-2) → Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate (118553-54-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere;

Reference yield:

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate (121056-95-9,89524-98-1) → Benzyl 2-tert-butoxycarbonylamino-2-(dimethoxyphosphoryl)acetate (118553-54-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / 1 N KOH / 0.25 h

2: 75 percent / DBU / acetonitrile / 2 h / Ambient temperature

With potassium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/ja00198a040

upstream raw materials:

benzyl bromide

(±)-2-((tert-butoxycarbonyl)amino)-2-(dimethoxyphosphoryl)acetic acid

di-tert-butyl dicarbonate

trimethyl 2-(tert-butoxycarbonylamino)phosphonoacetate

Downstream raw materials:

benzyl (2Z)-3-(5-bromo-2-fluorophenyl)-2-[(tert-butoxycarbonyl)amino]acrylate

({2-tert-Butoxycarbonylamino-3-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-{2-(4-nitro-phenylselanyl)-2-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-phenyl]-ethylcarbamoyl}-methyl)-phosphonic acid dimethyl ester

({2-tert-Butoxycarbonylamino-3-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-{(E)-2-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-phenyl]-vinylcarbamoyl}-methyl)-phosphonic acid dimethyl ester

{2-tert-Butoxycarbonylamino-3-[3,4,5-tris-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionylamino}-(dimethoxy-phosphoryl)-acetic acid methyl ester