methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

Base Information

Chemical Name:methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate
CAS No.:137232-79-2
Molecular Formula:C₁₈H₂₅NO₈S
Molecular Weight:415.464
Hs Code.:

Synonyms:methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

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Chemical Property of methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

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Technology Process of methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

There total 4 articles about methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate 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: 68.0%

: 67-56-1
methanol

: 137232-75-8
phenyl <(S)-methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranoside>thiouronate

: 137232-79-2
methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

Guidance literature:: With mercury(II) diacetate; at 25 ℃; for 24h;
DOI:10.1021/ja00026a016

Reference yield:

: 127646-34-8
Azido-((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-acetic acid methyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 137232-79-2
methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

Guidance literature:: With dmap; hydrogen; N-ethyl-N,N-diisopropylamine; palladium; Yield given. Multistep reaction; 1.) CH₃OH, 30 min, 2.) CH₂Cl₂, 0 deg C, 4 h;
DOI:10.1021/ja00026a016

Reference yield:

: 70-55-3
toluene-4-sulfonamide

: 137232-79-2
methyl (methyl 2,3-O-isopropylidene-5-(toluene-4-sulfonamido)-5-deoxy-β-D-allofuranosid)uronate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) t-BuOK, 2.) O₃ / 1.) DMF, 25 min, 2.) DMF, CH₂Cl₂, -78 deg C

2: 68 percent / Hg(OAc)2 / 24 h / 25 °C

With potassium tert-butylate; mercury(II) diacetate; ozone;
DOI:10.1021/ja00026a016