(2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

Base Information

Chemical Name:(2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran
CAS No.:455253-63-1
Molecular Formula:C₃₉H₃₈O₅
Molecular Weight:586.728
Hs Code.:

Synonyms:(2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

Suppliers and Price of (2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)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,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

Chemical Property:

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Technology Process of (2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

There total 4 articles about (2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)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:

: 76-83-5
trityl chloride

: 222555-96-6
2,5-anhydro-3,4-di-O-benzyl-D-mannitol

: 455253-63-1
(2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

Guidance literature:: With 2,6-di-tert-butyl-4-methylpyridine; In dichloromethane; at -20 - 20 ℃; for 24h;
DOI:10.1021/jo020211h

Reference yield:

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

: 455253-63-1
(2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 4 steps

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

2: 201 mg / NaH; n-Bu₄NI / dimethylformamide; various solvent(s) / 2 h / 0 °C

3: lithium aluminium hydride / diethyl ether / 2 h / 0 °C

4: 35.3 mg / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 24 h / -20 - 20 °C

With pyridine; lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methylpyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h

Reference yield:

: 454474-64-7
(2R,3S,4S,5R)-3,4-dihydroxy-2,5-di-(1-pivaloyloxymethyl)tetrahydrofuran

: 455253-63-1
(2R,3S,4S,5R)-3,4-di-benzyloxy-2-trityloxy-5-(hydroxymethyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: 201 mg / NaH; n-Bu₄NI / dimethylformamide; various solvent(s) / 2 h / 0 °C

2: lithium aluminium hydride / diethyl ether / 2 h / 0 °C

3: 35.3 mg / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 24 h / -20 - 20 °C

With lithium aluminium tetrahydride; 2,6-di-tert-butyl-4-methylpyridine; tetra-(n-butyl)ammonium iodide; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo020211h