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

Base Information

Chemical Name:N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)serylalanylalanine allyl ester
CAS No.:118398-54-2
Molecular Formula:C₃₄H₄₆N₄O₁₅
Molecular Weight:750.757
Hs Code.:

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

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

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

There total 7 articles about N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)serylalanylalanine 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: 61.0%

: 118398-53-1
(S)-2-((S)-2-Amino-propionylamino)-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

: 118398-54-2
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)serylalanylalanine 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

: 118398-54-2
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)serylalanylalanine 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: 61 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

: 118398-54-2
N-(benzyloxycarbonyl)-O-(3,4,6-tri-O-acetyl-2-acetamido-2-deoxy-α-D-galactopyranosyl)serylalanylalanine 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: 61 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