2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

Base Information

Chemical Name:2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol
CAS No.:1236279-13-2
Molecular Formula:C₂₄H₃₂O₆S
Molecular Weight:448.58
Hs Code.:

Synonyms:2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

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Chemical Property of 2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

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Technology Process of 2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

There total 4 articles about 2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol 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: 95.0%

: 1236279-02-9
(2R,3S,4R,6R)-2-[(S)-1-(benzyloxy)propan-2-yl]-tetrahydro-6-hydroxymethyl-3-methyl-2H-pyran-4-ol

: 98-59-9
p-toluenesulfonyl chloride

: 1236279-13-2
2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 6h;
DOI:10.1055/s-0029-1219810

Reference yield:

: C₁₉H₂₅F₃O₅

: 1236279-13-2
2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate / methanol / 0.5 h / 20 °C

2: triethylamine / dichloromethane / 7 h

With potassium carbonate; triethylamine; In methanol; dichloromethane;
DOI:10.1002/hlca.201600006

Reference yield:

: 79027-28-4
(2S)-3-(benzyloxy)-2-methylpropanal

: 1236279-13-2
2,6-anhydro-6-[(2S)-1-(benzyloxy)propan-2-yl]-3,5-dideoxy-5-methyl-1-O-[(4-methylphenyl)sulfonyl]-D-xylohexitol

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane / 3 h / 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 0.5 h / 20 °C

3: triethylamine / dichloromethane / 7 h

With potassium carbonate; triethylamine; In methanol; dichloromethane; 1: |Prins-Pinacol Rearrangement;
DOI:10.1002/hlca.201600006