N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

Base Information

Chemical Name:N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline
CAS No.:445396-25-8
Molecular Formula:C₂₇H₃₅N₃O₆
Molecular Weight:497.591
Hs Code.:

Synonyms:N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

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Chemical Property of N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

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Technology Process of N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

There total 7 articles about N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline 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:

: 445396-20-3
methyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-N-methylvalinate

: 445396-25-8
N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; water; for 3h;
DOI:10.1002/1522-2675(200203)85:3<885::AID-HLCA885>3.0.CO;2-Z

Reference yield:

: 2480-23-1
N-methyl-L-valine

: 445396-25-8
N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

Guidance literature:: Multi-step reaction with 7 steps

1.1: SOCl₂

2.1: 98 percent / Et₃N / CH₂Cl₂ / 7 h / 40 °C

3.1: 27 percent / Lawesson reagent / tetrahydrofuran / 23 h / 60 °C

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

4.2: 1,4-diazabicyclo[2.2.2]octane / tetrahydrofuran / 0.33 h / 20 °C

5.1: 46 percent / NaN₃ / tetrahydrofuran / 18 h / 20 °C

6.1: 83 percent / acetonitrile / 19 h / 20 °C

7.1: LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 3 h

With Lawessons reagent; lithium hydroxide; thionyl chloride; sodium azide; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1522-2675(200203)85:3<885::AID-HLCA885>3.0.CO;2-Z

Reference yield:

: 3339-44-4
methyl N-methyl-L-valinate hydrochloride

: 445396-25-8
N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline

Guidance literature:: Multi-step reaction with 6 steps

1.1: 98 percent / Et₃N / CH₂Cl₂ / 7 h / 40 °C

2.1: 27 percent / Lawesson reagent / tetrahydrofuran / 23 h / 60 °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: 46 percent / NaN₃ / tetrahydrofuran / 18 h / 20 °C

5.1: 83 percent / acetonitrile / 19 h / 20 °C

6.1: LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 3 h

With Lawessons reagent; lithium hydroxide; sodium azide; triethylamine; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1002/1522-2675(200203)85:3<885::AID-HLCA885>3.0.CO;2-Z