N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester

Base Information

Chemical Name:N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester
CAS No.:118417-97-3
Molecular Formula:C₃₈H₅₃N₅O₁₆
Molecular Weight:835.863
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester

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Chemical Property of N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester

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Technology Process of N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester

There total 7 articles about N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine 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: 64.0%

: 118398-55-3
(S)-2-[2-((S)-2-Amino-3-methyl-butyrylamino)-acetylamino]-propionic acid allyl ester; hydrobromide

: 118398-51-9
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)serine

: 118417-97-3
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine 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

: 118417-97-3
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

3: glacial acetic acid / tetrahydrofuran / 2 h / 0 - 20 °C

4: pyridine / tetrahydrofuran / 0 °C

5: 89 percent / morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

6: 64 percent / triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Aliquat 336; sodium hydrogencarbonate; acetic acid; 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

: 118417-97-3
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetamido-2-deoxy-α-D-galactopyranosyl)serylvalylglycylalanine allyl ester

Guidance literature:: Multi-step reaction with 5 steps

2: glacial acetic acid / tetrahydrofuran / 2 h / 0 - 20 °C

3: pyridine / tetrahydrofuran / 0 °C

4: 89 percent / morpholine, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 0.5 h / Ambient temperature

5: 64 percent / triethylamine, ethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate / CH₂Cl₂; CHCl₃ / 48 h / Ambient temperature

With morpholine; pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; acetic acid; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In tetrahydrofuran; dichloromethane; chloroform;
DOI:10.1021/jo00265a007