3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose

Base Information

• Chemical Name: 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose
• CAS No.: 476645-56-4
• Molecular Formula: C₁₈H₂₄O₅S
• Molecular Weight: 352.452
• Mol file: 476645-56-4.mol

Synonyms:3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose

Chemical Property of 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose

There total 1 articles about 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose 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: 80.0%

1,2:5,6-di-O-isopropylidene-3-O-(methylsulphonyl)-α-D-allofuranose (14728-80-4) + thiophenol (108-98-5) → 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose (476645-56-4)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 125 ℃; for 2h;

DOI:10.1055/s-2002-32960 DOI:10.1016/S0040-4020(03)01059-7

Reference yield: 94.0%

3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose (476645-56-4) → 3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfonyl-α-D-glucofuranose (476645-57-5)

Guidance literature:

With MMPP; In methanol; at 20 ℃; for 3h;

DOI:10.1055/s-2002-32960

Reference yield:

3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfanyl-α-D-glucofuranose (476645-56-4) → (2R,3R,4S,5S)-4-Benzenesulfonyl-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3,5-diol

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / magnesium monoperoxyphthalate / methanol / 20 °C

2: AcCl / 24 h / Heating

With magnesium monoperoxyphthalate hexahydrate; acetyl chloride; In methanol;

DOI:10.1016/S0040-4020(03)01059-7

upstream raw materials:

1,2:5,6-di-O-isopropylidene-3-O-(methylsulphonyl)-α-D-allofuranose

thiophenol

Downstream raw materials:

3-deoxy-1,2:5,6-di-O-isopropylidene-3-C-phenylsulfonyl-α-D-glucofuranose

methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-(phenylsulfonyl)-β-D-erythro-hex-2-enopyranoside

methyl 2,3-dideoxy-4,6-O-(phenylmethylene)-3-C-phenylsulfonyl-α-D-erythro-hex-2-enopyranoside

(2R,4aR,6R,7S,8R,8aR)-8-Benzenesulfonyl-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol