5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Base Information

Chemical Name:5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside
CAS No.:1069074-24-3
Molecular Formula:C₄₂H₄₈O₉
Molecular Weight:696.838
Hs Code.:

Synonyms:5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Chemical Property of 5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

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Technology Process of 5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

There total 5 articles about 5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-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: 64.0%

: 5299-60-5
6-hydroxy-hexanoic acid ethyl ester

: 1069074-00-5
2-naphthyl 2-O-benzoyl-3,4,6-tri-O-benzyl-1-thio-α-D-mannopyranoside

: 1069074-24-3
5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Molecular sieve;
DOI:10.1021/jm800099g

Reference yield:

: 16697-49-7
3,4,6-tri-O-benzyl-1,2-O-(methoxyethylidene)-β-D-mannopyranose

: 1069074-24-3
5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 0.5 h / 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / toluene / 2 h / 20 °C / Inert atmosphere

3.1: methanol; sodium / 4 h / 20 °C / Inert atmosphere

4.1: dmap; triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

5.1: dichloromethane / 0.25 h / Inert atmosphere; Molecular sieve

5.2: 0.5 h / 20 °C

With methanol; dmap; boron trifluoride diethyl etherate; sodium; triethylamine; In dichloromethane; toluene; 3.1: Zemplen deacetylation;
DOI:10.1016/j.bmc.2011.12.048

Reference yield:

: (2-methyl-5-tert-butylphenyl) 2-O-acetyl-3,4,6-tri-O-benzyl-1-thio-D-mannopyranoside

: 1069074-24-3
5-ethoxycarbonylpentyl 2-O-benzoyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: methanol; sodium / 4 h / 20 °C / Inert atmosphere

2.1: dmap; triethylamine / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: dichloromethane / 0.25 h / Inert atmosphere; Molecular sieve

3.2: 0.5 h / 20 °C

With methanol; dmap; sodium; triethylamine; In dichloromethane; 1.1: Zemplen deacetylation;
DOI:10.1016/j.bmc.2011.12.048