(R)-(N-benzyloxycarbonyl)-p-hydroxyphenylglycine

Base Information

• Chemical Name: (R)-(N-benzyloxycarbonyl)-p-hydroxyphenylglycine
• CAS No.: 26787-75-7
• Molecular Formula: C16H15NO5
• Molecular Weight: 301.299
• Mol file: 26787-75-7.mol

Synonyms:(R)-(N-benzyloxycarbonyl)-p-hydroxyphenylglycine;N-Carbobenzoxy-4-hydroxy-D-2-phenylglycine;N-Carbobenzoxy-4-hydroxy-D-2-phenylglycine

Chemical Property of (R)-(N-benzyloxycarbonyl)-p-hydroxyphenylglycine

Chemical Property:

• Boiling Point: 552.2±50.0 °C(Predicted)
• PKA: 3.69±0.10(Predicted)
• PSA: 95.86000
• Density: 1.356±0.06 g/cm3(Predicted)
• LogP: 2.83520
• Solubility.: soluble in Methanol

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Carbobenzoxy-4-hydroxy-D-2-phenylglycine >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(N-benzyloxycarbonyl)-p-hydroxyphenylglycine

There total 3 articles about (R)-(N-benzyloxycarbonyl)-p-hydroxyphenylglycine 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: 95.0%

benzyloxycarbonyl succinimide + D-4-hydroxyphenylglycine (22818-40-2) → (R)-2-(((benzyloxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetic acid (26787-75-7)

Guidance literature:

With potassium carbonate; In water; acetone; at 15 - 35 ℃; pH=8-9;

Reference yield: 93.0%

D-4-hydroxyphenylglycine (22818-40-2) + benzyl chloroformate (501-53-1,94274-21-2) → (R)-2-(((benzyloxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetic acid (26787-75-7)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; toluene; at 0 - 20 ℃; for 1.5h;

DOI:10.1002/chem.201805880

Reference yield:

(R)-Benzyloxycarbonylamino-(4-hydroxy-phenyl)-acetic acid 4-nitro-benzyl ester → (R)-2-(((benzyloxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetic acid (26787-75-7)

Guidance literature:

With antibody 3G₂; Tris buffer; water; In dimethyl sulfoxide; at 25 ℃; Rate constant;

DOI:10.1021/ja952220w

upstream raw materials:

D-4-hydroxyphenylglycine

benzyl chloroformate

Refernces

• 1、 Liu, Yan-Hua,Li, Peng-Xiang,Yao, Qi-Jun,Zhang, Zhuo-Zhuo,Huang, Dan-Ying,Le, Minh Dong,Song, Hong,Liu, Lei,Shi, Bing-Feng. "Cp?Co(III)/MPAA-Catalyzed Enantioselective Amidation of Ferrocenes Directed by Thioamides under Mild Conditions". supporting information. . Retrieved 2019/03/19.
• 2、 -. "D - P-hydroxy-glycine derivatives and their preparation method and application". Paragraph 0097; 0098. . Retrieved 2017/08/26.