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

Base Information

Chemical Name:((3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol
CAS No.:198775-13-2
Molecular Formula:C₂₇H₃₀O₅
Molecular Weight:434.532
Hs Code.:

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

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Technology Process of ((3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-methanol

There total 5 articles about ((3R,4R,5R)-3,4-Bis-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:

: 2,3,5-tri-O-benzyl-1-deoxy-1-vinyl-D-arabinofuranose

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

Guidance literature:: 2,3,5-tri-O-benzyl-1-deoxy-1-vinyl-D-arabinofuranose; With oxygen; ozone; In methanol; at -78 ℃;

With sodium tetrahydroborate; In methanol; at -78 - 20 ℃;
DOI:10.1080/15257770903306518

Reference yield:

: 136764-32-4
(2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((1S,2S)-2-phenyl-cyclopropylmethoxy)-tetrahydro-pyran-3-ol

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

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / pyridine / CH₂Cl₂ / a) -20 deg C to 0 deg C, 1 h, b) 0 deg C, 2 h

2: 1.) pyridine, H2O, 2.) NaBH4 / multistep reaction, other 2-O-<<(trifluoromethyl)sulfonyl>oxy-β-D-glucopyranosides

With pyridine; sodium tetrahydroborate; water; In dichloromethane;
DOI:10.1021/jo00056a028

Reference yield:

: Trifluoro-methanesulfonic acid (2S,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((1R,2R)-2-phenyl-cyclopropylmethoxy)-tetrahydro-pyran-3-yl ester

: 110659-58-0
(1R,2R)-1-hydroxymethyl-2-phenylcyclopropane

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

Guidance literature:: With pyridine; sodium tetrahydroborate; water; Yield given. Multistep reaction. Yields of byproduct given; 1.) DMF, 160 deg C, 5 min, 2.) MeOH, r.t., 1h;
DOI:10.1021/jo00056a028