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

Base Information

Chemical Name:DL-3,4-di-O-acetyl-1-O-methylsulfonyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol
CAS No.:80065-44-7
Molecular Formula:C₁₉H₂₆BrNO₉S₂
Molecular Weight:556.453
Hs Code.:

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

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

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

There total 4 articles about DL-3,4-di-O-acetyl-1-O-methylsulfonyl-(1,2,4/3,5)-5-bromomethyl-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: 69.0%

: 124-63-0
methanesulfonyl chloride

: 80065-34-5
DL-3,4-di-O-acetyl-(1,2,4/3,5)-5-bromomethyl-2-(toluene-p-sulfonamido)-1,3,4-cyclohexanetriol

: 80065-44-7
DL-3,4-di-O-acetyl-1-O-methylsulfonyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Guidance literature:: With pyridine; at 0 ℃;
DOI:10.1246/bcsj.54.2739

Reference yield:

: 127-65-1
chloroamine-T

: 80065-44-7
DL-3,4-di-O-acetyl-1-O-methylsulfonyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

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

2: 69 percent / pyridine / 0 °C

With pyridine; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; water; tert-butyl alcohol;
DOI:10.1246/bcsj.54.2739

Reference yield:

: 74766-78-2,96291-86-0,115225-42-8
3,4-di-O-acetyl-1,5-anhydro-6-bromo-2,6-dideoxy-5a-carba-DL-arabino-hex-1-enitol

: 80065-44-7
DL-3,4-di-O-acetyl-1-O-methylsulfonyl-(1,2,4/3,5)-5-bromomethyl-2-(p-toluenesulfonamido)-1,3,4-cyclohexanetriol

Guidance literature:: Multi-step reaction with 2 steps

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

2: 69 percent / pyridine / 0 °C

With pyridine; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; In chloroform; water; tert-butyl alcohol;
DOI:10.1246/bcsj.54.2739