(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Base Information

• Chemical Name: (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine
• CAS No.: 211180-37-9
• Molecular Formula: C₂₅H₂₈O₅S
• Molecular Weight: 440.56
• Mol file: 211180-37-9.mol

Synonyms:(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property of (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine

There total 1 articles about (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine 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: 92.0%

allyl bromide (106-95-6) + phenyl 2,3-di-O-acetyl-4,6-di-O-benzylidene-1-thio-β-D-glucopyranoside (152983-23-8) → (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine (211180-37-9)

Guidance literature:

With sodium hydroxide; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1016/j.carres.2005.03.007

Reference yield: 98.0%

n-perfluorohexyl iodide (355-43-1) + (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine (211180-37-9) → (2R,4aR,6S,7R,8S,8aR)-2-Phenyl-6-phenylsulfanyl-7,8-bis-(4,4,5,5,6,6,7,7,8,8,9,9,9-tridecafluoro-2-iodo-nonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxine

Guidance literature:

With sodium dithionite; sodium hydrogencarbonate; In water; acetonitrile; for 0.5h; Ambient temperature;

DOI:10.1016/S0040-4039(98)00906-X

Reference yield:

(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine (211180-37-9) → (2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (71676-30-7,87508-18-7,138922-03-9,87508-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / Na₂S₂O₄, NaHCO₃ / acetonitrile; H₂O / 0.5 h / Ambient temperature

2: 87 percent / Zn powder, NH₄Cl / ethanol / 0.25 h / Heating

With sodium dithionite; sodium hydrogencarbonate; ammonium chloride; zinc; In ethanol; water; acetonitrile;

DOI:10.1016/S0040-4039(98)00906-X

upstream raw materials:

allyl bromide

phenyl 2,3-di-O-acetyl-4,6-di-O-benzylidene-1-thio-β-D-glucopyranoside

Downstream raw materials:

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol