ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

Base Information

Chemical Name:ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate
CAS No.:445396-01-0
Molecular Formula:C₂₇H₃₅N₃O₆
Molecular Weight:497.591
Hs Code.:

Synonyms:ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

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Chemical Property of ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

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Technology Process of ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

There total 5 articles about ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate 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: 70.0%

: 1161-13-3
N-Cbz-L-Phe

: 445395-87-9
ethyl (R/S)-N-(2,2-dimethyl-2H-azirin-3-yl)-N-methylalaninate

: 445396-01-0
ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

Guidance literature:: In diethyl ether; at 20 ℃; for 1h;
DOI:10.1002/1522-2675(200203)85:3<885::AID-HLCA885>3.0.CO;2-Z

Reference yield:

: 78130-90-2
ethyl (S)-N-(2-methylpropanoyl)alaninate

: 445396-01-0
ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 70 percent / NaH; LiClO₄ / tetrahydrofuran / 5 h / 20 - 40 °C

2.1: 50 percent / Davy reagent / toluene; pyridine / 17 h / 100 °C

3.1: DMF; COCl₂ / CH₂Cl₂; toluene / 1 h / 0 - 20 °C

3.2: 1,4-diazabicyclo[2.2.2]octane / tetrahydrofuran / 0.33 h / 20 °C

4.1: 52 percent / NaN₃ / tetrahydrofuran / 5 h / 20 °C

5.1: 70 percent / diethyl ether / 1 h / 20 °C

With sodium azide; Davy reagent; lithium perchlorate; sodium hydride; N,N-dimethyl-formamide; In tetrahydrofuran; pyridine; diethyl ether; dichloromethane; toluene;
DOI:10.1002/1522-2675(200203)85:3<885::AID-HLCA885>3.0.CO;2-Z

Reference yield:

: 445395-83-5
ethyl (R/S)-N-methyl-N-(2-methylpropanethioyl)alaninate

: 445396-01-0
ethyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(R/S)-N-methylalaninate

Guidance literature:: Multi-step reaction with 3 steps

1.1: DMF; COCl₂ / CH₂Cl₂; toluene / 1 h / 0 - 20 °C

1.2: 1,4-diazabicyclo[2.2.2]octane / tetrahydrofuran / 0.33 h / 20 °C

2.1: 52 percent / NaN₃ / tetrahydrofuran / 5 h / 20 °C

3.1: 70 percent / diethyl ether / 1 h / 20 °C

With sodium azide; N,N-dimethyl-formamide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1002/1522-2675(200203)85:3<885::AID-HLCA885>3.0.CO;2-Z