benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

Base Information

Chemical Name:benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside
CAS No.:161955-18-6
Molecular Formula:C₂₅H₃₅N₃O₈
Molecular Weight:505.568
Hs Code.:

Synonyms:benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

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Technology Process of benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

There total 7 articles about benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-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: 91.0%

: 161955-15-3
benzyl 4-O-acetyl-3,6-di-O-pivaloyl-2-O-(trifluoromethylsulfonyl)-β-D-glucopyranoside

: 161955-18-6
benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

Guidance literature:: With tetrabutylammoniun azide; In benzene; Irradiation;
DOI:10.1246/cl.1995.39

Reference yield:

: 10343-13-2,30657-70-6,31281-76-2,53729-76-3,142696-63-7,83113-54-6
benzyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

: 161955-18-6
benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 100 percent / NaOMe; methanol / pH 9

2.1: bis(tributyltin) oxide / toluene / 3 h / Heating

2.2: 86 percent / toluene / 24 h / 0 - 20 °C

3.1: 98 percent / pyridine / CH₂Cl₂ / -19 - 20 °C

4.1: 84 percent / 18-crown-6 / toluene / 6 h / 20 °C

5.1: 91 percent / tetrabutylammonium azide / benzene / 12 h / ultrasonication

With pyridine; methanol; 18-crown-6 ether; sodium methylate; tetrabutylammoniun azide; bis(tri-n-butyltin)oxide; In dichloromethane; toluene; benzene; 1.1: Deacetylation / 2.1: Condensation / 2.2: Acylation / 3.1: sulfonylation / 4.1: Substitution / 5.1: Substitution;
DOI:10.1246/bcsj.70.885

Reference yield:

: 161955-13-1
benzyl 3,6-di-O-pivaloyl-β-D-galactopyranoside

: 161955-18-6
benzyl 4-O-acetyl-2-azido-2-deoxy-3,6-di-O-pivaloyl-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / pyridine / CH₂Cl₂ / -19 - 20 °C

2: 84 percent / 18-crown-6 / toluene / 6 h / 20 °C

3: 91 percent / tetrabutylammonium azide / benzene / 12 h / ultrasonication

With pyridine; 18-crown-6 ether; tetrabutylammoniun azide; In dichloromethane; toluene; benzene; 1: sulfonylation / 2: Substitution / 3: Substitution;
DOI:10.1246/bcsj.70.885