N-PHENYLGLYCINE TERT-BUTYL ESTER

Base Information

• Chemical Name: N-PHENYLGLYCINE TERT-BUTYL ESTER
• CAS No.: 65171-67-7
• Molecular Formula: C12H17NO2
• Molecular Weight: 207.272
• Mol file: 65171-67-7.mol

Synonyms:N-phenylglycine t-butyl ester;tert-butyl N-phenylglycinate;(R)-phenylglycine t-butyl ester;tert-butyl anilinoacetate;tert-butyl 2-anilinoacetate;D-phenylglycine tert-butyl ester;

Chemical Property of N-PHENYLGLYCINE TERT-BUTYL ESTER

Chemical Property:

• PSA: 38.33000
• LogP: 2.51320

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl2-(phenylamino)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-PHENYLGLYCINE TERT-BUTYL ESTER

There total 9 articles about N-PHENYLGLYCINE TERT-BUTYL 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: 97.0%

Glycine tert-butyl ester (6456-74-2) + Phenyl triflate (17763-67-6) → tert-butyl 2-(phenylamino)acetate (65171-67-7)

Guidance literature:

With C₄₄H₆₁NO₅PPdS; caesium carbonate; In 2-methyltetrahydrofuran; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02082

Reference yield: 93.0%

hexane-washed NaH + bromoacetic acid tert-butyl ester (5292-43-3) + 2,2,2-trifluoro-N-phenylacetamide (404-24-0) → tert-butyl 2-(phenylamino)acetate (65171-67-7)

Guidance literature:

With sodium hydroxide; aniline; trifluoroacetic anhydride; In tetrahydrofuran; diethyl ether;

Reference yield: 89.0%

t-butyl diazoacetate (35059-50-8) + aniline (62-53-3) → tert-butyl 2-(phenylamino)acetate (65171-67-7)

Guidance literature:

With dirhodium tetraacetate; sodium dithionite; In toluene; at 0 - 80 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1039/c4cc08753d

upstream raw materials:

tert-Butyl chloroacetate

aniline

bromoacetic acid tert-butyl ester

2,2,2-trifluoro-N-phenylacetamide

Downstream raw materials:

N-[(1,4-dichloro-7-isoquinolinyl)sulphonyl]-N-phenylglycine tert-butyl ester

N-[2'-methyl-3'-mercaptopropionyl]-D-phenylglycine

N-(3-acetylthio-2-methylpropanoyl)-N-phenylglycine

Refernces

• 1、 Song, Yang,Zhang, Hao,Guo, Jiabao,Shao, Yifei,Ding, Yuzhou,Zhu, Li,Yao, Xiaoquan. "Visible-Light-Induced Oxidative α-Alkylation of Glycine Derivatives with Ethers under Metal-Free Conditions". . p. 5914 - 5921. Retrieved 2021/11/22.
• 2、 -. "AMINOAMIDE COMPOUNDS". Paragraph 0166. . Retrieved 2020/01/08.