methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate

Base Information

• Chemical Name: methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate
• CAS No.: 297747-84-3
• Molecular Formula: C₆₄H₆₀N₂O₁₈
• Molecular Weight: 1145.18
• Mol file: 297747-84-3.mol

Synonyms:methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate

Chemical Property of methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate

There total 2 articles about methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]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: 82.0%

methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) + C61H56N2O17 (389885-51-2) → methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate (297747-84-3)

Guidance literature:

In benzene; at 20 ℃; for 24h;

DOI:10.1080/07328300008544111

Reference yield:

2,3,3',4,4'-penta-O-benzyl-6,6'-di-p-nitrobenzoylsucrose (175289-51-7) → methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate (297747-84-3)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

2: 82 percent / benzene / 24 h / 20 °C

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; benzene; 1: Oxidation / 2: Addition;

DOI:10.1080/07328300008544111

Reference yield: 44.0%

methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-[(E)-5,6-di-O-benzyl-2,3-dideoxy-8-O-p-nitrobenzoyl-β-D-arabino-oct-2-eno-4-ulofuranosid]onate (297747-84-3) → methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-(5,6-di-O-benzyl-8-O-p-nitrobenzoyl-β-D-glycero-D-galacto-oct-4-ulofuranosid)onate (297747-92-3) + methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-(5,6-di-O-benzyl-8-O-p-nitrobenzoyl-β-D-glycero-D-ido-oct-4-ulofuranosid)onate (297747-93-4)

Guidance literature:

With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water; tert-butyl alcohol; at 20 ℃;

DOI:10.1080/07328300008544111

upstream raw materials:

methyl (triphenylphosphoranylidene)acetate

C₆₁H₅₆N₂O₁₇

2,3,3',4,4'-penta-O-benzyl-6,6'-di-p-nitrobenzoylsucrose

Downstream raw materials:

methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-(5,6-di-O-benzyl-8-O-p-nitrobenzoyl-β-D-glycero-D-galacto-oct-4-ulofuranosid)onate

methyl (2,3,4-tri-O-benzyl-6-O-p-nitrobenzoyl-α-D-glucopyranosyl)-(1<->4)-(5,6-di-O-benzyl-8-O-p-nitrobenzoyl-β-D-glycero-D-ido-oct-4-ulofuranosid)onate