N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

Base Information

Chemical Name:N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside
CAS No.:858109-02-1
Molecular Formula:C₃₃H₄₀N₂O₈
Molecular Weight:592.689
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

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Chemical Property of N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

Chemical Property:

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Technology Process of N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

There total 9 articles about N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside 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: 50.0%

: 858109-00-9
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranoside

: 108-24-7
acetic anhydride

: 858109-02-1
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

: 952139-82-1
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-α-D-mannopyranoside

Guidance literature:: N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranoside; acetic anhydride; With zinc(II) chloride; In acetic acid; at 20 ℃; for 24h;

With sodium methylate; In methanol; at 20 ℃; for 1h; Further stages.;
DOI:10.1002/chem.200601743

Reference yield:

: 858109-00-9
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranoside

: 108-24-7
acetic anhydride

: 858109-02-1
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

Guidance literature:: N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranoside; acetic anhydride; With acetic acid; zinc(II) chloride;

With sodium methylate; In methanol; at 20 ℃;
DOI:10.1055/s-2005-865226

Reference yield:

: 858108-96-0
N-(benzyloxycarbonyl)aminopropyl 3,4,6-tri-O-benzyl-β-D-glucopyranoside

: 858109-02-1
N-(benzyloxycarbonyl)aminopropyl 2-acetamido-3,4-di-O-benzyl-2-deoxy-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridine / CH₂Cl₂ / 0 °C

2.1: tetrabutylammonium azide / toluene / 60 °C

3.1: Et₃N; HS(CH₂)3SH / methanol / 90 °C

4.1: methanol / 20 °C

5.1: ZnCl₂; CH₃COOH

5.2: MeONa / methanol / 20 °C

With pyridine; 1.3-propanedithiol; tetrabutylammoniun azide; acetic acid; triethylamine; zinc(II) chloride; In methanol; dichloromethane; toluene; 5.2: Zemplen deacetylation;
DOI:10.1055/s-2005-865226