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

Base Information

Chemical Name:N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanylglycylalanine allyl ester
CAS No.:88287-99-4
Molecular Formula:C₅₁H₆₁N₅O₁₃
Molecular Weight:952.071
Hs Code.:

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

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

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

There total 10 articles about N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanylglycylalanine 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%

: 118398-59-7
glycylalanine allyl ester hydrobromide

: 88287-97-2
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanine

: 88287-99-4
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanylglycylalanine allyl ester

Guidance literature:: With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In N,N-dimethyl-formamide; for 120h; Ambient temperature; 1.) RT, 5 d, DMF, 2.) 1 h;
DOI:10.1021/jo00265a007

Reference yield: 61.0%

: 88287-97-2
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanine

: 88287-98-3
(S)-2-(2-Amino-acetylamino)-propionic acid allyl ester; hydrochloride

: 88287-99-4
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanylglycylalanine allyl ester

Guidance literature:: With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In N,N-dimethyl-formamide;

Reference yield:

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

: 88287-99-4
N-(benzyloxycarbonyl)-O-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)serylalanylalanylglycylalanine allyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 6percent NaHCO₃, methyltrioctylammoniumchloride / CH₂Cl₂

2: 56 percent / BF₃ / -30 °C

3: 97 percent / morpholin / 10percent (Ph₃P)4Pd / tetrahydrofuran / 0.5 h / Ambient temperature

4: 87 percent / NEt₃, EEDQ / CH₂Cl₂

5: 97 percent / morpholin / (Ph₃P)4Pd / tetrahydrofuran

6: 61 percent / NEt₃, EEDQ / dimethylformamide

With morpholine; boron trifluoride; Aliquat 336; sodium hydrogencarbonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;