BOC-PPA(ET)2-OH

Base Information

• Chemical Name: BOC-PPA(ET)2-OH
• CAS No.: 154483-81-5
• Molecular Formula: C18H28NO7P
• Molecular Weight: 401.39
• Mol file: 154483-81-5.mol

Synonyms:BOC-4-PHOSPHONO-PHE(ET)2-OH;(S)-2-(TERT-BUTOXYCARBONYLAMINO)-3-(4-(DIETHOXYPHOSPHORYL)PHENYL)PROPANOIC ACID;

Chemical Property of BOC-PPA(ET)2-OH

Chemical Property:

• PSA: 120.97000
• LogP: 3.48930

Purity/Quality:

99% ^*data from raw suppliers

Boc-4-phosphono-Phe(Et)2-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-PPA(ET)2-OH

There total 4 articles about BOC-PPA(ET)2-OH 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: 72.0%

Nα-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester (154483-79-1) → Nα-Boc-4-(diethoxyphosphinyl)-L-phenylalanine (154483-81-5)

Guidance literature:

With sodium hydroxide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.25h;

DOI:10.1021/jm00031a012

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → Nα-Boc-4-(diethoxyphosphinyl)-L-phenylalanine (154483-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / Et₃N / CH₂Cl₂ / 3 h / 0 - 20 °C

2: 80 percent / methylmorpholine, Pd(O)(PPh₃)4 / acetonitrile / 15 h / 70 °C

3: 72 percent / 1M NaOH / dimethylformamide / 2.25 h / 0 - 20 °C

With 2-methylmorpholine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00031a012

Reference yield:

methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate (112766-18-4) → Nα-Boc-4-(diethoxyphosphinyl)-L-phenylalanine (154483-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / methylmorpholine, Pd(O)(PPh₃)4 / acetonitrile / 15 h / 70 °C

2: 72 percent / 1M NaOH / dimethylformamide / 2.25 h / 0 - 20 °C

With 2-methylmorpholine; sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00031a012

upstream raw materials:

N^α-Boc-4-(diethoxyphosphinyl)-L-phenylalanine methyl ester

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

methyl N-(tert-butoxycarbonyl)-O-[(trifluoromethyl)sulfonyl]-L-tyrosinate

Downstream raw materials:

(S)-2-Amino-3-[4-(diethoxy-phosphoryl)-phenyl]-propionic acid