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

Base Information

Chemical Name:N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-serine(O-tert-butyl)
CAS No.:229345-02-2
Molecular Formula:C₄₀H₅₁N₃O₁₇
Molecular Weight:845.855
Hs Code.:

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

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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-serine(O-tert-butyl)

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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-serine(O-tert-butyl)

There total 3 articles about N-(4-Phenylacetoxybenzyloxycarbonyl)-L-seryl(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-L-serine(O-tert-butyl) 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: 88.0%

: 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

: 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)

Guidance literature:: With butyrylcholine esterase from horse serum; water; at 37 ℃; pH=6.5;
DOI:10.1002/(SICI)1521-3773(19990503)38:9<1250::AID-ANIE1250>3.0.CO;2-M

Reference yield:

: 182485-44-5
N-(4-Phenylacetoxybenzyloxycarbonyl)-L-serine(O-2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)

: 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)

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / diisopropylcarbodiimide; HOBt / CH₂Cl₂

2: 88 percent / butyrylcholine esterase from horse serum; H₂O / 37 °C / pH 6.5

With butyrylcholine esterase from horse serum; water; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; 1: Acylation / 2: Hydrolysis;
DOI:10.1002/(SICI)1521-3773(19990503)38:9<1250::AID-ANIE1250>3.0.CO;2-M

Reference yield:

: H-Ser(tBu)-OCho

: 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)

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / diisopropylcarbodiimide; HOBt / CH₂Cl₂

2: 88 percent / butyrylcholine esterase from horse serum; H₂O / 37 °C / pH 6.5

With butyrylcholine esterase from horse serum; water; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; 1: Acylation / 2: Hydrolysis;
DOI:10.1002/(SICI)1521-3773(19990503)38:9<1250::AID-ANIE1250>3.0.CO;2-M