N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

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Chemical Name:N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester
CAS No.:118398-52-0
Molecular Formula:C₅₅H₆₃N₃O₁₁
Molecular Weight:942.119
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

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Chemical Property of N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

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Technology Process of N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

There total 5 articles about N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl 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: 85.0%

: 88224-21-9
L-Leucyl-L-phenylalanin-allylester-hydrochlorid

: 88287-94-9
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serine

: 118398-52-0
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

Guidance literature:: With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In dichloromethane; chloroform; for 48h; Ambient temperature;
DOI:10.1021/jo00265a007

Reference yield:

: 1145-80-8
N-(benzyloxycarbonyl)-L-serine

: 118398-52-0
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / NaHCO₃, tricaprylmethylammonium chloride / H₂O; CH₂Cl₂ / 72 h

2: 56 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -30 °C

3: 97 percent / morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

4: 85 percent / triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; Aliquat 336; sodium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; dichloromethane; chloroform; water;
DOI:10.1021/jo00265a007

Reference yield:

: 88295-41-4
N-(benzyloxycarbonyl)serine allyl ester

: 118398-52-0
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylleucylphenylalanine allyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 56 percent / BF₃*OEt₂ / CH₂Cl₂ / 1 h / -30 °C

2: 97 percent / morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

3: 85 percent / triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; boron trifluoride diethyl etherate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jo00265a007