(2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Base Information

• Chemical Name: (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
• CAS No.: 543681-78-3
• Molecular Formula: C₂₇H₂₄O₅S
• Molecular Weight: 460.551
• Mol file: 543681-78-3.mol

Synonyms:(2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property of (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

There total 3 articles about (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol 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: 100.0%

Acetic acid (2R,4aR,6S,7R,8S,8aS)-7-acetoxy-2-anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester → (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (543681-78-3)

Guidance literature:

With sodium methylate; In methanol; for 1h;

DOI:10.1016/S0040-4039(03)00276-4

Reference yield: 94.0%

1-thiophenyl-β-D-galactopyranoside (16758-34-2) + 9-anthracenecarboxaldehyde dimethyl acetal (98178-26-8) → (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (543681-78-3)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1016/S0040-4039(03)00276-4

Reference yield:

9-anthracene aldehyde (642-31-9) → (2S,4aR,6S,7R,8R,8aR)-2-Anthracen-9-yl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (543681-78-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / Amberlite IR-120 H(+) / methanol / 15 h / 60 °C

2: 94 percent / p-TSA / acetonitrile / 15 h / 20 °C

With Amberlite IR-120 H(+); toluene-4-sulfonic acid; In methanol; acetonitrile;

DOI:10.1016/S0040-4039(03)00276-4

upstream raw materials:

1-thiophenyl-β-D-galactopyranoside

9-anthracenecarboxaldehyde dimethyl acetal

9-anthracene aldehyde

Downstream raw materials:

1-thiophenyl-β-D-galactopyranoside