(3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

• Chemical Name: (3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole
• CAS No.: 171191-48-3
• Molecular Formula: C₂₀H₂₈O₅S
• Molecular Weight: 380.505

Synonyms:(3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property of (3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole

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Technology Process of (3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole

There total 1 articles about (3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole 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: 97.0%

2-mercaptophenylethane (4410-99-5) + 3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (6027-62-9,14260-27-6,71772-34-4,74958-55-7,67337-61-5) → (3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole (171191-48-3)

Guidance literature:

With sodium methylate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; for 1.5h; Ambient temperature;

DOI:10.1016/0008-6215(95)00088-B

Reference yield: 97.0%

(3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole (171191-48-3) → (R)-1-((3aR,5R,6S,6aS)-2,2-Dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol

Guidance literature:

With Amberlyst 15H⁺ resin; In ethanol; water; at 50 ℃;

DOI:10.1016/0008-6215(95)00088-B

Reference yield: 84.0%

(3aR,5R,6S,6aS)-5-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-6-phenethylsulfanyl-tetrahydro-furo[2,3-d][1,3]dioxole (171191-48-3) → (3S,4S,5R,6R)-6-Hydroxymethyl-4-phenethylsulfanyl-tetrahydro-pyran-2,3,5-triol

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 45 ℃; for 0.5h;

DOI:10.1016/0008-6215(95)00088-B

upstream raw materials:

2-mercaptophenylethane

3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

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