DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

Base Information

Chemical Name:DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol
CAS No.:84851-94-5
Molecular Formula:C₁₉H₂₃N₃O₉S
Molecular Weight:469.472
Hs Code.:

Synonyms:DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

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Chemical Property of DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

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Technology Process of DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

There total 6 articles about DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol 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: 74.0%

: 84851-93-4
DL-2,3,-Di-O-acetyl-1,7-O-benzylidene-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

: 124-63-0
methanesulfonyl chloride

: 84851-94-5
DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

Guidance literature:: In pyridine; for 44h; Ambient temperature;
DOI:10.1021/jo00156a012

Reference yield:

: 77144-67-3
DL-(1,3/2,4)-4-(hydroxymethyl)-5-cyclohexene-1,2,3-triol

: 84851-94-5
DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent

2: 60 percent / MCPBA, phosphate buffer / 1,2-dichloro-ethane / 66 h / 50 °C

3: 62 percent / sodium azide, NH₄Cl, aqueous 2-methoxyethanol / 4.5 h / 80 °C

4: 74 percent / pyridine / 44 h / Ambient temperature

With sodium azide; phosphate buffer; 2-methoxy-ethanol; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; In pyridine; 1,2-dichloro-ethane;
DOI:10.1021/jo00156a012

Reference yield:

: 70838-35-6
DL-(1,3/2,4,6)-1,2,3-tri-O-acetyl-4-bromo-6-bromomethyl-1,2,3-cyclohexanetriol

: 84851-94-5
DL-Di-O-acetyl-1,7-O-benzylidene-5-O-(methylsulfonyl)-(1,3,4/2,5,6)-4-azido-6-(hydroxymethyl)-1,2,3,5-cyclohexanetetrol

Guidance literature:: Multi-step reaction with 6 steps

1: 25 percent / lithium bromide / dimethylformamide / 20 h / 100 - 105 °C

2: 80 percent / methanolic sodium methoxide / methanol / 1.5 h / Ambient temperature

3: 75 percent

4: 60 percent / MCPBA, phosphate buffer / 1,2-dichloro-ethane / 66 h / 50 °C

5: 62 percent / sodium azide, NH₄Cl, aqueous 2-methoxyethanol / 4.5 h / 80 °C

6: 74 percent / pyridine / 44 h / Ambient temperature

With sodium azide; phosphate buffer; 2-methoxy-ethanol; sodium methylate; ammonium chloride; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In pyridine; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00156a012