(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester

Base Information

• Chemical Name: (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester
• CAS No.: 325480-26-0
• Molecular Formula: C₂₃H₂₅N₃O₆S
• Molecular Weight: 471.534
• Mol file: 325480-26-0.mol

Synonyms:

Chemical Property of (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester

There total 2 articles about (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl 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:

phenyl 2-azido-2-deoxy-1-thio-α-D-glucopyranoside → (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester (325480-26-0)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH / dimethylformamide

2: 90 percent Turnov_. / KSi(NMe)2 / dimethylformamide

With KSi(NMe)2; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00583-7

Reference yield:

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside (183875-35-6) → (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester (325480-26-0)

Guidance literature:

Multi-step reaction with 3 steps

1: MeONa; MeOH

2: TsOH / dimethylformamide

3: 90 percent Turnov_. / KSi(NMe)2 / dimethylformamide

With methanol; KSi(NMe)2; sodium methylate; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(00)00583-7

Reference yield:

(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid methyl ester (325480-26-0) → (R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid (325480-28-2)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/S0960-894X(00)00583-7

upstream raw materials:

phenyl 3,4,6-tri-O-acetyl-2-deoxy-2-azido-1-thiol-α-D-glucopyranoside

Downstream raw materials:

(R)-2-((2R,4aR,6R,7R,8R,8aS)-7-Azido-2-phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy)-propionic acid

C₄₆H₆₀F₃N₉O₁₄S