N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

Base Information

Chemical Name:N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester
CAS No.:287178-81-8
Molecular Formula:C₅₃H₇₅N₅O₂₀
Molecular Weight:1102.2
Hs Code.:

N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

Synonyms:N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

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Chemical Property of N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

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Technology Process of N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

There total 5 articles about N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl 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: 78.0%

: 132866-46-7
H-Ser(tBu)-Gly-OtBu

: 229345-02-2
N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-serine(O-tert-butyl)

: 287178-81-8
N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

Guidance literature:: With benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane;
DOI:10.1002/(SICI)1521-3773(19990503)38:9<1250::AID-ANIE1250>3.0.CO;2-M

Reference yield: 78.0%

: 229345-02-2
N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-serine(O-tert-butyl)

: L-Seryl(O-tert-butyl)-glycine tert-butyl ester hydrotosylate

: 287178-81-8
N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

Guidance literature:: With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1002/(SICI)1521-3765(20000502)6:9<1564::AID-CHEM1564>3.3.CO;2-H

Reference yield:

: N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-serine(O-tert-butyl) choline ester bromide

: 287178-81-8
N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-seryl(O-tert-butyl)-L-seryl(O-tert-butyl)-glycine tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / butyrylcholine esterase / aq. phosphate buffer / 72 h / 37 °C / pH 6.5

2: 78 percent / Et₃N; 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline / CH₂Cl₂ / 18 h / 20 °C

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