(3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Base Information

• Chemical Name: (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS No.: 210688-76-9
• Molecular Formula: C₁₅H₂₀O₄Se
• Molecular Weight: 343.281

Synonyms:(3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property of (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 3 articles about (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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:

Benzeneselenol (645-96-5) → (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (210688-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

2: MeONa, MeOH / Ambient temperature

3: CSA / CH₂Cl₂ / Ambient temperature

With methanol; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane;

DOI:10.1055/s-1998-3138

Reference yield:

Acetic acid (2R,3S,4R,5R,6S)-4,5-diacetoxy-6-methyl-2-phenylselanyl-tetrahydro-pyran-3-yl ester (210688-75-8) → (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (210688-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa, MeOH / Ambient temperature

2: CSA / CH₂Cl₂ / Ambient temperature

With methanol; camphor-10-sulfonic acid; sodium methylate; In dichloromethane;

DOI:10.1055/s-1998-3138

Reference yield:

1,2,3,4-tetra-O-acetyl-β-L-fucopyranose (7404-35-5,17081-04-8,20853-37-6,24332-95-4,27821-10-9,27821-11-0,30021-94-4,33947-15-8,34371-40-9,34371-41-0,35521-79-0,36807-81-5,36807-82-6,50615-78-6,51921-33-6,62182-03-0,64913-16-2,70004-81-8,84622-47-9,87303-56-8,108942-32-1,108942-33-2,109430-94-6,143394-72-3) → (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (210688-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 94 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

2: MeONa, MeOH / Ambient temperature

3: CSA / CH₂Cl₂ / Ambient temperature

With methanol; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; In dichloromethane;

DOI:10.1055/s-1998-3138

upstream raw materials:

Benzeneselenol

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

1,2,3,4-tetra-O-acetyl-β-L-fucopyranose

Downstream raw materials:

(2R,4aR,6S,7R,8aS)-6-Methoxy-7-[(4-methoxy-phenyl)-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-methoxy]-8-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

(2R,4aR,6S,8R,8aS)-6-Methoxy-8-[(4-methoxy-phenyl)-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-methoxy]-7-methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

(2R,4aR,6S,7R,8R,8aS)-7-((3aR,4S,6S,7R,7aS)-7-Hydroxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

(2S,4aR,6R,7R,8R,8aR)-7-((3aR,4S,6S,7R,7aS)-7-Hydroxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl)-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

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