N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

Base Information

Chemical Name:N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine
CAS No.:935458-02-9
Molecular Formula:C₄₀H₅₁NO₂₁
Molecular Weight:881.839
Hs Code.:

Synonyms:N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

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Chemical Property of N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

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Technology Process of N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

There total 4 articles about N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine 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:

: 935457-96-8
C₃₅H₄₅NO₂₀

: 331754-32-6
N-succinimidyl 4-pentenoic acid ester

: 935458-02-9
N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

Guidance literature:: With sodium hydrogencarbonate; In water; N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1021/ja067466n

Reference yield:

: 935458-01-8
Nα-(9-fluorenylmethoxycarbonyl)-O-[(2,3,6-tri-O-acetyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-L-tyrosine

: 935458-02-9
N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

Guidance literature:: Multi-step reaction with 2 steps

1: piperidine / CH₂Cl₂ / 0.5 h / 25 °C

2: 175 mg / NaHCO₃ / dimethylformamide; H₂O / 24 h / 20 °C

With piperidine; sodium hydrogencarbonate; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja067466n

Reference yield:

: 112883-29-1,92954-90-0
N-Fmoc-Tyr-OH

: 935458-02-9
N-(4-pentenoyl)-O-[2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranosyl]-(S)-tyrosine

Guidance literature:: Multi-step reaction with 3 steps

1: 35 percent / BF₃*OEt₂ / CH₂Cl₂ / 40 h / 20 °C

2: piperidine / CH₂Cl₂ / 0.5 h / 25 °C

3: 175 mg / NaHCO₃ / dimethylformamide; H₂O / 24 h / 20 °C

With piperidine; boron trifluoride diethyl etherate; sodium hydrogencarbonate; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/ja067466n