N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

Base Information

Chemical Name:N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester
CAS No.:88962-65-6
Molecular Formula:C₅₆H₅₁BrN₂O₁₅
Molecular Weight:1071.93
Hs Code.:

Synonyms:N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

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Chemical Property of N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

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Technology Process of N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

There total 8 articles about N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester 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: 23.0%

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 88962-31-6
N-Benzyloxycarbonyl-L-seryl-L-phenylalanin-2-bromethylester

: 88962-65-6
N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

Guidance literature:: With silver trifluoromethanesulfonate; tetramethylurea; In dichloromethane; 1) 3-4 h, -30 deg C, 2) 2-3 d, room temperature;

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 88962-65-6
N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / thionylchloride / Ambient temperature

2: 79 percent / dicyclohexylcarbodiimide, N-hydroxysuccinimide, triethylamine

3: 23 percent / silver triflate, tetramethyl urea / CH₂Cl₂ / 1) 3-4 h, -30 deg C, 2) 2-3 d, room temperature

With 1-hydroxy-pyrrolidine-2,5-dione; thionyl chloride; silver trifluoromethanesulfonate; triethylamine; dicyclohexyl-carbodiimide; tetramethylurea; In dichloromethane;

Reference yield:

: 14218-11-2
2,3,4,6-tetra-O-benzoylglucosyl bromide

: 88962-65-6
N-Benzyloxycarbonyl-O-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-L-seryl-L-phenylalanin-2-bromethylester

Guidance literature:: Multi-step reaction with 4 steps

1: silver triflate, tetramethyl urea, N-Benzoyloxycarbonyl-L-serin-2-bromethylester / 1) 2 h, -30 deg C, dichloromethane, 2) 5 h, room temperature

2: 72 percent / NaI / acetone / 15 h / Ambient temperature

3: Zn / acetone / 48 h / 40 - 50 °C

4: triethylamine, (ethyl)-2-ethoxy-1,2-dihydro-1-quinolinecarboxylate / CH₂Cl₂ / 192 h / Ambient temperature

With N-Benzoyloxycarbonyl-L-serin-2-bromethylester; silver trifluoromethanesulfonate; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; tetramethylurea; sodium iodide; zinc; In dichloromethane; acetone;