((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

Base Information

Chemical Name:((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol
CAS No.:177171-88-9
Molecular Formula:C₂₀H₂₄O₄
Molecular Weight:328.408
Hs Code.:

Synonyms:((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

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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,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

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Technology Process of ((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

There total 9 articles about ((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol 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: 37.5%

: 1,3-(R)-O-dibenzyl-2-(S)-hydroxy-5-hexene

: 177171-88-9
((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

: ((2S,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; for 48h; Heating;
DOI:10.1016/0040-4020(96)00192-5

Reference yield:

: 37699-02-8,94273-27-5,94283-95-1,122194-15-4
(3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-carbaldehyde

: 177171-88-9
((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: Multi-step reaction with 6 steps

1: NaBH₄

2: H₂ / Pd/C

3: HClO₄

4: NaH / dimethylformamide

5: H₂SO₄ / methanol

6: 1.) (Im)2CS, 2.) Bu₃SnH, AIBN / 1.) DMF, 2.) toluene, reflux

With sodium tetrahydroborate; perchloric acid; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen; tri-n-butyl-tin hydride; sodium hydride; 1,1'-Thiocarbonyldiimidazole; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1080/07328319708006130

Reference yield:

: 198775-13-2
((3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

: 177171-88-9
((2R,4S,5R)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / Pd/C

2: HClO₄

3: NaH / dimethylformamide

4: H₂SO₄ / methanol

5: 1.) (Im)2CS, 2.) Bu₃SnH, AIBN / 1.) DMF, 2.) toluene, reflux

With perchloric acid; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen; tri-n-butyl-tin hydride; sodium hydride; 1,1'-Thiocarbonyldiimidazole; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1080/07328319708006130