dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

Base Information

Chemical Name:dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate
CAS No.:1356479-27-0
Molecular Formula:C₄₈H₆₁N₃O₂₂
Molecular Weight:1032.02
Hs Code.:

dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

Synonyms:dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

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Chemical Property of dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

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Technology Process of dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

There total 5 articles about dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate 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: 19.0%

: 1356479-12-3
methyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-(allyl 3-deoxy-α-D-manno-oct-2-ulopyranoside)onate

: 85382-87-2
methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate

: 1356479-26-9
dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-D-manno-oct-2-ulopyranosyl)onate-(2->7)]-(allyl 3-deoxy-α-D-manno-oct-2-ulopyranoside)onate

: 1356479-27-0
dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

: 85382-90-7
methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat

Guidance literature:: methyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-(allyl 3-deoxy-α-D-manno-oct-2-ulopyranoside)onate; With mercury(II) cyanide; mercury dibromide; In nitromethane; at 20 ℃; for 2h; Inert atmosphere; Molecular sieve;

methyl (4,5,7,8-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl bromide)onate; In nitromethane; for 16h; regioselective reaction; Inert atmosphere; Molecular sieve;
DOI:10.1002/ejoc.201101171

Reference yield:

: 4-azido-2,3-di-O-benzyl-4-deoxy-L-arabinopyranose

: 1356479-26-9
dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-D-manno-oct-2-ulopyranosyl)onate-(2->7)]-(allyl 3-deoxy-α-D-manno-oct-2-ulopyranoside)onate

: 1356479-27-0
dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / 12 h / 20 °C

2.1: dichloromethane / 2 h / -15 °C / Molecular sieve; Inert atmosphere

2.2: 1 h / -15 - 20 °C / Mo_.lecular sieve; Inert atmosphere

3.1: mercury(II) cyanide; mercury dibromide / nitromethane / 2 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 16 h / Inert atmosphere; Molecular sieve

With mercury(II) cyanide; potassium carbonate; mercury dibromide; In nitromethane; dichloromethane;
DOI:10.1002/ejoc.201101171

Reference yield:

: 1356479-02-1
4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl N-phenyltrifluoroacetimidate

: 1356479-26-9
dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-D-manno-oct-2-ulopyranosyl)onate-(2->7)]-(allyl 3-deoxy-α-D-manno-oct-2-ulopyranoside)onate

: 1356479-27-0
dimethyl 4-azido-2,3-di-O-benzyl-4-deoxy-β-L-arabinopyranosyl-(1->8)-[(4,5,7,8-O-tetra-O-acetyl-3-deoxy-α-D-manno-oct-2-ulopyranosyl)onate-(2->4)]-(allyl 3-deoxy-D-manno-oct-2-ulopyranoside)onate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 2 h / -15 °C / Molecular sieve; Inert atmosphere

1.2: 1 h / -15 - 20 °C / Mo_.lecular sieve; Inert atmosphere

2.1: mercury(II) cyanide; mercury dibromide / nitromethane / 2 h / 20 °C / Inert atmosphere; Molecular sieve

2.2: 16 h / Inert atmosphere; Molecular sieve

With mercury(II) cyanide; mercury dibromide; In nitromethane; dichloromethane;
DOI:10.1002/ejoc.201101171