O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

Base Information

Chemical Name:O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester
CAS No.:766513-97-7
Molecular Formula:C₃₉H₄₂N₂O₉
Molecular Weight:682.77
Hs Code.:

Synonyms:O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

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Chemical Property of O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

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Technology Process of O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

There total 5 articles about O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl 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: 68.0%

: 876954-04-0
N-benzyloxycarbonyl-N-methyl-3-(2-naphthyl)-L-alanine

: 120219-32-1
L-N-(tert-butoxycarbonyl)threonine phenacyl ester

: 766513-97-7
O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/ol0530023

Reference yield:

: 2592-18-9
Boc-Thr-OH

: 766513-97-7
O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / triethylamine / ethyl acetate / 48 h / 20 °C

2: 68 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate;
DOI:10.1021/jo070412r

Reference yield:

: 65365-16-4
L-N-benzyloxycarbonyl-3-(2-naphthyl)alanine

: 766513-97-7
O-(L-N-benzyloxycarbonyl-3-(2-naphthyl)alanyl)-N-(tert-butoxycarbonyl)-L-threonine phenacyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / KOH; tetrabutylammonium hydrogen sulfate / tetrahydrofuran / 0.75 h / 0 °C

2: 68 percent / 4-(dimethylamino)pyridine; N,N'-dicyclohexylcarbodiimide / CH₂Cl₂ / 20 °C

With dmap; potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo070412r