Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

• Chemical Name: Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
• CAS No.: 130718-49-9
• Molecular Formula: C₃₆H₃₄O₇S
• Molecular Weight: 610.728

Synonyms:Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property of Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 6 articles about Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 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:

2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl chloride (572-10-1,4451-35-8,4451-36-9,14227-52-2,14227-87-3,14227-88-4,14257-40-0,17081-03-7,19186-60-8,57237-01-1,65982-17-4,65982-18-5,65982-19-6,66966-08-3,144299-57-0) → Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (130718-49-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / toluene / 12 h / Ambient temperature

2: 100 percent / NaOMe / methanol

3: HBF₄ / diethyl ether; dimethylformamide

4: pyridine

With pyridine; tetrafluoroboric acid; sodium methylate; In methanol; diethyl ether; N,N-dimethyl-formamide; toluene;

DOI:10.1016/S0040-4039(00)97491-4

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (130718-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HBF₄ / diethyl ether; dimethylformamide

2: pyridine

With pyridine; tetrafluoroboric acid; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97491-4

Reference yield:

triphenylmethyl 1-thio-α-D-galactopyranoside (130718-48-8) → Acetic acid (4aR,6R,7R,8S,8aS)-8-acetoxy-2-phenyl-6-tritylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (130718-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: HBF₄ / diethyl ether; dimethylformamide

2: pyridine

With pyridine; tetrafluoroboric acid; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97491-4

upstream raw materials:

acetic anhydride

benzaldehyde dimethyl acetal

triphenylmethyl 1-thio-α-D-galactopyranoside

Acetic acid (2R,3R,4S,5S,6R)-4,5-diacetoxy-6-acetoxymethyl-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

Downstream raw materials:

Acetic acid (2R,3R,4S,5S,6R)-4-acetoxy-5-hydroxy-6-hydroxymethyl-2-tritylsulfanyl-tetrahydro-pyran-3-yl ester

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