tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane
• CAS No.: 401586-04-7
• Molecular Formula: C₃₁H₄₀O₅SeSi
• Molecular Weight: 599.701

Synonyms:tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane

Chemical Property of tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane

Chemical Property:

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Technology Process of tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane

There total 5 articles about tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-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: 73.0%

2-Methoxyethoxymethyl chloride (3970-21-6) + phenyl 5-O-(tert-butyldiphenylsilyl)-2-deoxy-1-seleno-α,β-erythro-pentafuranoside → tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane (401586-04-7)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0008-6215(01)00256-7

Reference yield:

Benzeneselenol (645-96-5) → tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane (401586-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / BF₃*Et₂O / CH₂Cl₂ / -5 °C

2: pyridine

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/S0040-4039(00)73538-6

Reference yield:

methyl-5-O-tert-butyldiphenylsilyl-2-deoxy-ribo-furanoside (127306-47-2) → tert-Butyl-[(2R,3S)-3-(2-methoxy-ethoxymethoxy)-5-phenylselanyl-tetrahydro-furan-2-ylmethoxy]-diphenyl-silane (401586-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / BF₃*Et₂O / CH₂Cl₂ / -5 °C

2: pyridine

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;

DOI:10.1016/S0040-4039(00)73538-6

upstream raw materials:

2-Methoxyethoxymethyl chloride

Benzeneselenol

methyl-5-O-tert-butyldiphenylsilyl-2-deoxy-ribo-furanoside

tert-butylchlorodiphenylsilane

Downstream raw materials:

1,4-anhydro-5-O-(tert-butyldiphenylsilyl)-2-deoxy-3-O-(methoxyethoxymethylene)-D-erythro-pent-1-enitol

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