3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose

Base Information

• Chemical Name: 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose
• CAS No.: 868078-71-1
• Molecular Formula: C₂₃H₂₈O₇S
• Molecular Weight: 448.537

Synonyms:3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose

Chemical Property of 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose

Chemical Property:

Purity/Quality:

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Technology Process of 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose

There total 2 articles about 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose 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: 96.0%

3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfanyl)-α-D-allo-1,4-furanose (868078-67-5) → 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose (868078-71-1)

Guidance literature:

With magnesium monoperoxyphthalate hexahydrate; In methanol; at 20 ℃; for 6h;

DOI:10.1021/jo051143c

Reference yield:

para-thiocresol (106-45-6) → 3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose (868078-71-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaOMe / dimethylformamide / 100 - 120 °C

2: 96 percent / magnesium monoperoxyphthalate hexahydrate / methanol / 6 h / 20 °C

With sodium methylate; magnesium monoperoxyphthalate hexahydrate; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/jo051143c

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfonyl)-α-D-allo-1,4-furanose (868078-71-1) + methanesulfonyl chloride (124-63-0) → Methanesulfonic acid (S)-1-((3aR,5S,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(toluene-4-sulfonyl)-ethyl ester

Guidance literature:

With pyridine; at 4 ℃; for 16h;

DOI:10.1021/jo051143c

upstream raw materials:

3-O-benzyl-1,2-O-isopropylidene-(6-C-p-tolylsulfanyl)-α-D-allo-1,4-furanose

para-thiocresol

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