O-Benzyl-L-tyrosine benzyl ester hydrochloride

Base Information

• Chemical Name: O-Benzyl-L-tyrosine benzyl ester hydrochloride
• CAS No.: 52142-01-5
• Molecular Formula: C23H23NO3^.HCl
• Molecular Weight: 397.89
• Hs Code.: 2922509090
• Mol file: 52142-01-5.mol

Synonyms:Alanine,3-[p-(benzyloxy)phenyl]-, benzyl ester, hydrochloride (6CI);L-Tyrosine, O-(phenylmethyl)-,phenylmethyl ester, hydrochloride (9CI);H-Tyr(Bzl)-OBzl·HCl;

Chemical Property of O-Benzyl-L-tyrosine benzyl ester hydrochloride

Chemical Property:

• Vapor Pressure: 6.13E-12mmHg at 25°C
• Boiling Point: 538.5 °C at 760 mmHg
• Flash Point: 279.5 °C
• PSA: 61.55000
• LogP: 5.38110
• Storage Temp.: Store at 0-5°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

O-Benzyl-L-tyrosine benzyl ester hydrochloride 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: O-Benzyl-L-tyrosine Benzyl Ester Hydrochloride is a reagent in the preparation of phosphonopeptide and their antihypertensive activity as angiotensin converting enzyme inhibitor.

Technology Process of O-Benzyl-L-tyrosine benzyl ester hydrochloride

There total 4 articles about O-Benzyl-L-tyrosine benzyl ester hydrochloride 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: 98.0%

(S)-3-(4-benzyloxyphenyl)-2-(tert-butoxycarbonylamino)propionic acid benzyl ester (92515-43-0) → H-Tyr(Bzl)-OBzl.HCl (52142-01-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; Ambient temperature;

DOI:10.1248/cpb.47.563

Reference yield:

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3,54784-43-9) → H-Tyr(Bzl)-OBzl.HCl (52142-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / dimethylaminopyridine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 14 h / Ambient temperature

2: 98 percent / 4 N HCl / dioxane / Ambient temperature

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;

DOI:10.1248/cpb.47.563

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → H-Tyr(Bzl)-OBzl.HCl (52142-01-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / dimethylaminopyridine, 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / CH₂Cl₂ / 14 h / Ambient temperature

2: 98 percent / 4 N HCl / dioxane / Ambient temperature

With hydrogenchloride; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; dichloromethane;

DOI:10.1248/cpb.47.563

upstream raw materials:

(S)-3-(4-benzyloxyphenyl)-2-(tert-butoxycarbonylamino)propionic acid benzyl ester

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine

benzyl alcohol

Downstream raw materials:

Boc-Phe-Tyr(CH₂-Ph)-OCH₂Ph

N-acetyl-L-isoleucyl-O-benzyl-L-tyrosyl-O-benzyl-L-tyrosine benzyl ester

N-benzyloxycarbonyl-L-isoleucyl-O-benzyl-L-tyrosyl-O-benzyl-L-tyrosine benzyl ester

benzyl 2-(benzyloxy)-N (tert-butoxycarbonyl)-5-iodo-L-phenylalanyl-O-benzyl-L-tyrosinate

Refernces

• 1、 Fridkin,Goren. "Synthesis and catalytic properties of the heptapeptide L seryl L prolyl L cysteinyl L seryl α L glutamyl L threomyl L tyrosine". . p. 273 - 283,275,276. Retrieved 2007/10/16.