(2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol

Base Information

• Chemical Name: (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol
• CAS No.: 131156-54-2
• Molecular Formula: C₂₈H₄₂O₄Si₂
• Molecular Weight: 498.81

Synonyms:(2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol

Chemical Property of (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol

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Technology Process of (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol

There total 4 articles about (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-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:

6-O-tert-butyldimethylsilyl-D-glucal (58871-09-3) + tert-butylchlorodiphenylsilane (58479-61-1) → (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol (131156-54-2)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)88849-8

Reference yield:

D-glucal (13265-84-4) → (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol (131156-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / tetrahydrofuran / 4.5 h / 20 °C

2: imidazole / tetrahydrofuran / 24 h / 20 °C

With 1H-imidazole; In tetrahydrofuran;

DOI:10.1039/b209637b

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (2R,3R,4R)-2-(tert-Butyl-dimethyl-silanyloxymethyl)-4-(tert-butyl-diphenyl-silanyloxy)-3,4-dihydro-2H-pyran-3-ol (131156-54-2)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / tetrahydrofuran / 4.5 h / 20 °C

2: imidazole / tetrahydrofuran / 24 h / 20 °C

With 1H-imidazole; In tetrahydrofuran;

DOI:10.1039/b209637b

upstream raw materials:

6-O-tert-butyldimethylsilyl-D-glucal

tert-butylchlorodiphenylsilane

tert-butyldimethylsilyl chloride

D-glucal

Downstream raw materials:

1,5-anhydro-6-O-[tert-butyl(dimethyl)silyl]-3-O-[tert-butyl-(diphenyl)silyl]-2-deoxy-4-O-(1H-imidazol-1-ylthiocarbonyloxy)-D-arabino-hex-1-enitol

2,6-anhydro-1-O-[tert-butyl(dimethyl)silyl]-4-O-[tert-butyl-(diphenyl)silyl]-3,5-dideoxy-D-threo-hex-5-enitol

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