N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester
CAS No.:144923-65-9
Molecular Formula:C₂₆H₃₉N₃O₁₁
Molecular Weight:569.609
Hs Code.:

Synonyms:N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

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Chemical Property of N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

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Technology Process of N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

There total 8 articles about N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine 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: 80.0%

: N-benzyloxycarbonyl-O-(3,4,6-tri-O-acetyl-2-deoxy-2-acetamido-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

: 144923-65-9
N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

Guidance literature:: With hydrazine; In methanol;
DOI:10.1016/S0040-4039(00)79082-4

Reference yield:

: 24864-42-4
N-benzyloxycarbonyl-seryl-alanine tert-butyl ester

: 144923-65-9
N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 54 percent / molecular sieves 4A, mercuric cyanide / CH₂Cl₂ / 4 h / Ambient temperature

2: dimethyl malonate, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 24 h

3: pyridine / 1 h / Ambient temperature

4: hydrazine / methanol / 1 h / Ambient temperature

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4 A molecular sieve; mercury(II) cyanide; malonic acid dimethyl ester; hydrazine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0957-4166(00)80230-X

Reference yield:

: 144923-63-7
N-benzyloxycarbonyl-O-(3,4,6-tri-O-acetyl-2-N-allyloxycarbonylamino-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

: 144923-65-9
N-benzyloxycarbonyl-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-seryl-alanine tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: dimethyl malonate, tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 24 h

2: pyridine / 1 h / Ambient temperature

3: hydrazine / methanol / 1 h / Ambient temperature

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; malonic acid dimethyl ester; hydrazine; In tetrahydrofuran; methanol;
DOI:10.1016/S0957-4166(00)80230-X