1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol

Base Information

• Chemical Name: 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol
• CAS No.: 84773-09-1
• Molecular Formula: C₁₅H₂₀O₆S
• Molecular Weight: 328.386
• Mol file: 84773-09-1.mol

Synonyms:1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol

Chemical Property of 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol

There total 14 articles about 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol 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: 89.3%

((3aR,4R,6aS)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol (349554-59-2) + p-toluenesulfonyl chloride (98-59-9) → 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol (84773-09-1)

Guidance literature:

With pyridine; at 0 ℃; for 2.5h;

DOI:10.1135/cccc19822786

Reference yield: 82.0%

1,4-anhydro-2,3-O-isopropylidene-D,L-ribitol (2457-99-0,17019-56-6,35013-11-7,39798-07-7) + p-toluenesulfonyl chloride (98-59-9) → 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-DL-ribitol (17118-00-2,30002-85-8,84773-09-1)

Guidance literature:

With pyridine;

DOI:10.1016/0008-6215(85)85184-3

Reference yield:

D-ribose diethyl dithioacetal (7152-47-8) → 1,4-anhydro-2,3-O-isopropylidene-5-O-toluene-p-sulphonyl-D-ribitol (84773-09-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 65 percent / toluene-p-sulphonic acid / acetone / 0.17 h

2: 70 percent / mercuric oxide, mercuric chloride / acetone; H₂O

3: 61 percent / sodium borohydride / aq. ethanol / 2.5 h

4: 92 percent / pyridine

5: 61 percent / calcium carbonate / aq. ethanol / Heating

6: 82 percent / pyridine / Ambient temperature

With pyridine; sodium tetrahydroborate; toluene-4-sulfonic acid; calcium carbonate; mercury dichloride; mercury(II) oxide; In ethanol; water; acetone;

DOI:10.1016/0008-6215(85)85184-3

upstream raw materials:

((3aS,4R,6aR)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

((3aR,4R,6aS)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

p-toluenesulfonyl chloride

2,3:4,5-di-O-isopropylidene-aldehydo-D-ribose