(1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

Base Information

Chemical Name:(1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane
CAS No.:168138-11-2
Molecular Formula:C₂₉H₃₂O₆
Molecular Weight:476.569
Hs Code.:

Synonyms:(1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

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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 (1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

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Technology Process of (1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

There total 10 articles about (1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane 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: 66.0%

: 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-D-mannopyranose

: 19493-09-5
Methylenetriphenylphosphorane

: 168138-11-2
(1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; -78 deg C -> room temperature;
DOI:10.1016/S0040-4020(97)00360-8

Reference yield: 66.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 3-O-benzyl-4,6-O-benzylidene-2-O-(4-methoxybenzyl)-D-mannopyranose

: 168138-11-2
(1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

Guidance literature:: With n-butyllithium;
DOI:10.1016/0040-4039(94)02458-N

Reference yield:

: 13992-16-0,23661-28-1,24404-53-3,28512-68-7,65236-85-3,86782-39-0,121524-01-4,121570-34-1,108032-93-5
phenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside

: 168138-11-2
(1'R,2R,2'R,4R,5R)-4-<1-benzyloxy-2-(4-methoxybenzyl)oxy-3-butenyl>-5-hydroxy-2-phenyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 6 steps

1: NH₃ / methanol / Ambient temperature

2: HBF₄*OEt₂ / dimethylformamide / Ambient temperature

3: 1.) n-Bu₂SnO, 2.) CsF / 1.) toluene, reflux, 3 h, 2.) DMF, room temperature, 12 h

4: 94 percent / NaH / dimethylformamide; paraffin / 12 h / Ambient temperature

5: 54 percent / NBS / acetone; H₂O / 0.5 h / Ambient temperature

6: 66 percent / n-BuLi / tetrahydrofuran; hexane / -78 deg C -> room temperature

With tetrafluoroboric acid diethyl ether; N-Bromosuccinimide; n-butyllithium; ammonia; sodium hydride; di(n-butyl)tin oxide; cesium fluoride; In tetrahydrofuran; methanol; hexane; water; N,N-dimethyl-formamide; acetone; paraffin;
DOI:10.1016/S0040-4020(97)00360-8