3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

Base Information

Chemical Name:3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol
CAS No.:112114-58-6
Molecular Formula:C₁₆H₁₉NO₅S
Molecular Weight:337.397
Hs Code.:

Synonyms:3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

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Chemical Property of 3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

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Technology Process of 3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

There total 7 articles about 3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol 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: 64.0%

: 112114-57-5
7-amino-3,6-anhydro-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

: 98-09-9
benzenesulfonyl chloride

: 112114-58-6
3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

Guidance literature:: With triethylamine; In tetrahydrofuran; for 2h;
DOI:10.1021/jo00238a001

Reference yield:

: 57194-36-2
3,6-anhydro-1-deoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

: 112114-58-6
3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / diethyl azodicarboxylate (DEAD), triphenylphosphine / tetrahydrofuran / 1 h / Ambient temperature

2: 98 percent / anhyd. hydrazine / tetrahydrofuran; methanol / 0.5 h / Heating

3: 64 percent / triethylamine / tetrahydrofuran / 2 h

With triethylamine; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1021/jo00238a001

Reference yield:

: 75467-36-6
5-O-(tert-butyldimethylsilyl)-2,3-O-isopropylidene-D-ribonolactone

: 112114-58-6
3,6-anhydro-7-benzenesulfonamido-1,7-dideoxy-4,5-O-isopropylidene-D-altro-hept-1-ynitol

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / diisobutylaluminum hydride / CH₂Cl₂; hexane / 0.5 h / -78 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) RT, 8 h

3: 78 percent / p-toluenesulfonyl chloride / pyridine / 4.5 h / 80 °C

4: 80 percent / p-toluenesulfonic acid / methanol; H₂O / 18 h

5: 70 percent / diethyl azodicarboxylate (DEAD), triphenylphosphine / tetrahydrofuran / 1 h / Ambient temperature

6: 98 percent / anhyd. hydrazine / tetrahydrofuran; methanol / 0.5 h / Heating

7: 64 percent / triethylamine / tetrahydrofuran / 2 h

With n-butyllithium; diisobutylaluminium hydride; toluene-4-sulfonic acid; triethylamine; p-toluenesulfonyl chloride; triphenylphosphine; hydrazine; diethylazodicarboxylate; In tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water;
DOI:10.1021/jo00238a001