(R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester

Base Information

• Chemical Name: (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester
• CAS No.: 121843-85-4
• Molecular Formula: C₁₂H₁₈NO₅P
• Molecular Weight: 287.252
• Mol file: 121843-85-4.mol

Synonyms:(R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester

Chemical Property of (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester

There total 8 articles about (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl 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: 99.0%

(R)-<1-(N-carbobenzoxyamino)ethyl>phosphonic acid (60687-34-5) + trimethyl orthoformate (149-73-5) → (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester (121843-85-4)

Guidance literature:

at 105 ℃;

DOI:10.1002/prac.19953370176

Reference yield:

1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester (82629-22-9) → (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester (121843-85-4) + (S)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester (241496-50-4) + (R)-1-aminoethylphosphonic acid dimethyl ester (145240-97-7)

Guidance literature:

With penicillin G acylase from Escherichia coli; In aq. phosphate buffer; at 25 ℃; for 144h; pH=7; enantioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1016/j.molcatb.2016.05.011

Reference yield:

[1-(N-benzyloxycarbonylamino)ethyl]triphenylphosphonium tetrafluoroborate + Dimethyl phosphite (868-85-9) → (R)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester (121843-85-4) + (S)-1-(N-benzyloxycarbonylamino)ethylphosphonic acid dimethyl ester (241496-50-4)

Guidance literature:

[1-(N-benzyloxycarbonylamino)ethyl]triphenylphosphonium tetrafluoroborate; With C₂₇H₃₂FN₂O₂⁽¹⁺⁾*Br^(1-); In toluene; for 0.166667h; Sonication;

Dimethyl phosphite; With potassium hydroxide; In toluene; at -70 ℃; for 72h; Reagent/catalyst; Overall yield = 48.4 mg; enantioselective reaction;

DOI:10.3390/molecules25020405

upstream raw materials:

(R)-<1-(N-carbobenzoxyamino)ethyl>phosphonic acid

trimethyl orthoformate

benzyl chloroformate

(R)-1-aminoethylphosphonic acid dimethyl ester

Downstream raw materials:

(R)-benzyl 1-(monomethoxyphosphoryl)ethylcarbamate