(R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate

Base Information

• Chemical Name: (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate
• CAS No.: 1173806-01-3
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 1173806-01-3.mol

Synonyms:(R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate

Chemical Property of (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate

There total 3 articles about (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate 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:

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester (141190-94-5,143978-88-5) + dimethyl sulfate (77-78-1) → (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate (1173806-01-3)

Guidance literature:

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester; With sodium hydride; In N,N-dimethyl-formamide; at -40 - 0 ℃; for 0.333333h;

dimethyl sulfate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + methyl 2-(methylimino)-2-phenylacetate → (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate (1173806-01-3) + C15H21NO4

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (R)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-disulfonimide; In toluene; at 20 ℃; for 16h; enantioselective reaction; Inert atmosphere; Molecular sieve;

DOI:10.1021/acs.orglett.7b02627

Reference yield:

methyl 2-oxo-2-phenylacetate (15206-55-0) → (R)-methyl 2-(tert-butoxycarbonyl(methyl)amino)-2-phenylacetate (1173806-01-3) + C15H21NO4

Guidance literature:

Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 72 h / 60 °C / Inert atmosphere

2: (R)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-disulfonimide; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate / toluene / 16 h / 20 °C / Inert atmosphere; Molecular sieve

With trimethylsilyl trifluoromethanesulfonate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (R)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-disulfonimide; In dichloromethane; toluene;

DOI:10.1021/acs.orglett.7b02627

upstream raw materials:

(R)-N-(tert-butoxycarbonyl)phenylglycine methyl ester

dimethyl sulfate

di-tert-butyl dicarbonate

methyl 2-oxo-2-phenylacetate

Downstream raw materials:

(R)-1-(N-tert-butoxycarbonyl-N-methylamino)-1-phenylacetic acid