(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol

Base Information

• Chemical Name: (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol
• CAS No.: 194470-90-1
• Molecular Formula: C₂₅H₃₄O₄Si
• Molecular Weight: 426.628
• Mol file: 194470-90-1.mol

Synonyms:(2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol

Chemical Property of (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol

There total 3 articles about (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-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: 99.0%

tert-butylchlorodiphenylsilane (58479-61-1) + (2R,3S)-2-Hydroxymethyl-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol (171228-23-2,56196-34-0) → (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol (194470-90-1)

Guidance literature:

With 1H-imidazole; In dichloromethane;

DOI:10.1016/S0040-4039(97)01194-5

Reference yield:

isopropyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside (171228-22-1) → (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol (194470-90-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH, MeOH

2: 99 percent / imidazole / CH₂Cl₂

With 1H-imidazole; methanol; lithium hydroxide; In dichloromethane;

DOI:10.1016/S0040-4039(97)01194-5

Reference yield:

D-glucal triacetate (2873-29-2) → (2R,3S)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol (194470-90-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / BF₃*OEt₂ / benzene

2: LiOH, MeOH

3: 99 percent / imidazole / CH₂Cl₂

With 1H-imidazole; methanol; lithium hydroxide; boron trifluoride diethyl etherate; In dichloromethane; benzene;

DOI:10.1016/S0040-4039(97)01194-5

upstream raw materials:

tert-butylchlorodiphenylsilane

(2R,3S)-2-Hydroxymethyl-6-isopropoxy-3,6-dihydro-2H-pyran-3-ol

isopropyl 4,6-di-O-acetyl-2,3-dideoxy-D-erythro-hex-2-enopyranoside

D-glucal triacetate