N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

Base Information

Chemical Name:N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine
CAS No.:287178-64-7
Molecular Formula:C₃₁H₄₃N₃O₁₄
Molecular Weight:681.694
Hs Code.:

Synonyms:N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

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Chemical Property of N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

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Technology Process of N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

There total 3 articles about N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine 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: 78.0%

: N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine choline ester bromide

: 287178-64-7
N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

Guidance literature:: With butyrylcholine esterase; In phosphate buffer; at 37 ℃; for 72h; pH=6.5;
DOI:10.1002/(SICI)1521-3765(20000502)6:9<1564::AID-CHEM1564>3.3.CO;2-H

Reference yield:

: 196098-21-2
(S)-2-Benzyloxycarbonylamino-3-((2R,3R,4R,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-3-acetylamino-tetrahydro-pyran-2-yloxy)-propionic acid

: 287178-64-7
N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent Spectr_. / Et₃N; N-hydroxybenzotriole; diisopropylcarbodiimide / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

2: 78 percent / butyrylcholine esterase / aq. phosphate buffer / 72 h / 37 °C / pH 6.5

With butyrylcholine esterase; benzotriazol-1-ol; triethylamine; diisopropyl-carbodiimide; In phosphate buffer; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(20000502)6:9<1564::AID-CHEM1564>3.3.CO;2-H

Reference yield:

: C₁₁H₂₅N₂O₂⁽¹⁺⁾*BrH*Br^(1-)

: 287178-64-7
N-Benzyloxycarbonyl-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-leucine

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent Spectr_. / Et₃N; N-hydroxybenzotriole; diisopropylcarbodiimide / dimethylformamide; CH₂Cl₂ / 24 h / 20 °C

2: 78 percent / butyrylcholine esterase / aq. phosphate buffer / 72 h / 37 °C / pH 6.5

With butyrylcholine esterase; benzotriazol-1-ol; triethylamine; diisopropyl-carbodiimide; In phosphate buffer; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Hydrolysis;
DOI:10.1002/(SICI)1521-3765(20000502)6:9<1564::AID-CHEM1564>3.3.CO;2-H