benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

Base Information

Chemical Name:benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate
CAS No.:841233-87-2
Molecular Formula:C₂₇H₃₃N₃O₇
Molecular Weight:511.575
Hs Code.:

Synonyms:benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

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Chemical Property of benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

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Technology Process of benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

There total 5 articles about benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate 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: 31.0%

: benzyl (4S)-4-amino-5-hydroxypentanoate trifluoroacetic acid salt

: 38417-02-6
N-(N-benzyloxycarbonyl-glycyl)-L-proline N-hydroxysuccinimidyl ester

: 841233-87-2
benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2004.10.005

Reference yield:

: 1138-80-3
N-(Benzyloxycarbonyl)glycine

: 841233-87-2
benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 0.88 g / 1,3-dicyclohexylcarbodiimide; triethylamine / CH₂Cl₂ / 18 h / 20 °C

2: NaOH / H₂O; dioxane / 21 h / 20 °C

3: 69 percent / 1,3-dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 17 h / 20 °C

4: 31 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; triethylamine; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1016/j.bmc.2004.10.005

Reference yield:

: 66449-90-9
(2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester

: 841233-87-2
benzyl (4S)-N-benzyloxycarbonyl-glycyl-L-prolyl-4-amino-5-hydroxypentanoate

Guidance literature:: Multi-step reaction with 3 steps

1: NaOH / H₂O; dioxane / 21 h / 20 °C

2: 69 percent / 1,3-dicyclohexylcarbodiimide / 1,2-dimethoxy-ethane / 17 h / 20 °C

3: 31 percent / diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; In 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water;
DOI:10.1016/j.bmc.2004.10.005