tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane

Base Information

• Chemical Name: tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane
• CAS No.: 210688-79-2
• Molecular Formula: C₂₁H₃₄O₄SeSi
• Molecular Weight: 457.544
• Mol file: 210688-79-2.mol

Synonyms:

Chemical Property of tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane

There total 5 articles about tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane 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: 40.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (3aR,4S,6R,7S,7aS)-2,2,4-Trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (210688-76-9) → tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane (210688-79-2)

Guidance literature:

With dmap; triethylamine; In N,N-dimethyl-formamide; for 96h;

DOI:10.1055/s-1998-3138

Reference yield:

Benzeneselenol (645-96-5) → tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane (210688-79-2)

Guidance literature:

Multi-step reaction with 4 steps

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

2: MeONa, MeOH / Ambient temperature

3: CSA / CH₂Cl₂ / Ambient temperature

4: 40 percent / DMAP, Et₃N / dimethylformamide / 96 h

With methanol; dmap; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; sodium methylate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-3138

Reference yield:

(2S,3S,4R,5S,6R)-2-Methyl-6-phenylselanyl-tetrahydro-pyran-3,4,5-triol → tert-Butyl-dimethyl-((3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-phenylselanyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-silane (210688-79-2)

Guidance literature:

Multi-step reaction with 2 steps

1: CSA / CH₂Cl₂ / Ambient temperature

2: 40 percent / DMAP, Et₃N / dimethylformamide / 96 h

With dmap; camphor-10-sulfonic acid; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-1998-3138

upstream raw materials:

tert-butyldimethylsilyl chloride

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

Benzeneselenol

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