DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Base Information

Chemical Name:DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol
CAS No.:80065-41-4
Molecular Formula:C₂₀H₂₈N₂O₈S
Molecular Weight:456.517
Hs Code.:

Synonyms:DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

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Chemical Property of DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

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Technology Process of DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

There total 5 articles about DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol 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: 57.0%

: 108-24-7
acetic anhydride

: DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-azidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

: 80065-41-4
DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Guidance literature:: With hydrogen; Raney nickel T-4; In methanol; for 72h;
DOI:10.1246/bcsj.54.2739

Reference yield:

: 69982-70-3,87100-11-6,96291-85-9,115225-41-7
3,4-di-O-acetyl-2,6-dibromo-2,6-dideoxy-5a-carba-β-DL-glucopyranosyl bromide

: 80065-41-4
DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / zinc dust, acetic acid / 0.17 h / 70 °C

2: 31 percent / osmium tetroxide, triethylbenzylammonium chloride / CHCl₃; H₂O; 2-methyl-propan-2-ol / 40 h / 60 °C

3: 90 percent / sodium azide / dimethylformamide / 3 h / 80 °C

4: 57 percent / H₂ / Raney nickel T-4 / methanol / 72 h

With osmium(VIII) oxide; sodium azide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; acetic acid; zinc; Raney nickel T-4; In methanol; chloroform; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1246/bcsj.54.2739

Reference yield:

: 127-65-1
chloroamine-T

: 80065-41-4
DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-acetamidomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 3 steps

1: 31 percent / osmium tetroxide, triethylbenzylammonium chloride / CHCl₃; H₂O; 2-methyl-propan-2-ol / 40 h / 60 °C

2: 90 percent / sodium azide / dimethylformamide / 3 h / 80 °C

3: 57 percent / H₂ / Raney nickel T-4 / methanol / 72 h

With osmium(VIII) oxide; sodium azide; N-benzyl-N,N,N-triethylammonium chloride; hydrogen; Raney nickel T-4; In methanol; chloroform; water; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1246/bcsj.54.2739