(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

Base Information

Chemical Name:(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran
CAS No.:220772-71-4
Molecular Formula:C₃₇H₅₄O₅Si₂
Molecular Weight:635.004
Hs Code.:

Synonyms:(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

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Technology Process of (2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

There total 9 articles about (2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran 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: 83.0%

: 454474-65-8
(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-2,5-bis(1-trityloxymethyl)tetrahydrofuran

: 220772-70-3
(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-2,5-di-(hydroxymethyl)tetrahydrofuran

: 220772-71-4
(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

Guidance literature:: With diethylaluminium chloride; In hexane; at -78 - 0 ℃; for 4h;
DOI:10.1021/jo020211h

Reference yield: 68.0%

: 76-83-5
trityl chloride

: 220772-70-3
(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-2,5-di-(hydroxymethyl)tetrahydrofuran

: 220772-71-4
(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(98)02439-3

Reference yield:

: 41107-82-8
2,5-anhydro-D-mannitol

: 220772-71-4
(2R,3R,4R,5R)-3,4-di-tert-butyldimethylsilyloxy-5-(hydroxymethyl)-2-(1-trityloxymethyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

1: 69 percent / pyridine / 19 h / 0 - 20 °C

2: 387 mg / imidazole / dimethylformamide / 18 h / 20 °C

3: 71 percent / lithium aluminium hydride / diethyl ether / 1 h / 0 °C

4: 68 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 6 h / -10 - 0 °C

With pyridine; 1H-imidazole; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methylpyridine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h