1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

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Chemical Name:1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose
CAS No.:174272-14-1
Molecular Formula:C₁₆H₁₉NO₆S
Molecular Weight:353.396
Hs Code.:

Synonyms:1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

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Chemical Property of 1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

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Technology Process of 1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

There total 3 articles about 1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose 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: 96.2%

: 174272-13-0
1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-altropyranose

: 174272-14-1
1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

Guidance literature:: With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 2.5h;
DOI:10.1016/0008-6215(95)00261-8

Reference yield:

: 163356-94-3
1,6-anhydro-3-deoxy-2-O-pivaloyl-3-p-toluenesulfonamido-β-D-altropyranose

: 174272-14-1
1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

Guidance literature:: Multi-step reaction with 3 steps

1: 96.5 percent / p-TsOH*H₂O / toluene / 1 h / Heating

2: 93.5 percent / aq. NaOH / methanol / 13.5 h / Ambient temperature

3: 96.2 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2.5 h / -78 °C

With sodium hydroxide; oxalyl dichloride; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/0008-6215(95)00261-8

Reference yield:

: 174272-12-9
2,2-Dimethyl-propionic acid (1R,2S,6R,7S,8R)-4,4-dimethyl-5-(toluene-4-sulfonyl)-3,9,11-trioxa-5-aza-tricyclo[6.2.1.0^2,6]undec-7-yl ester

: 174272-14-1
1,6-anhydro-3-deoxy-3,4-N,O-isopropylidene-3-(p-tolylsulfonamido)-β-D-ribo-hexopyranos-2-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 93.5 percent / aq. NaOH / methanol / 13.5 h / Ambient temperature

2: 96.2 percent / (COCl)2, Et₃N / CH₂Cl₂; dimethylsulfoxide / 2.5 h / -78 °C

With sodium hydroxide; oxalyl dichloride; triethylamine; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0008-6215(95)00261-8