2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

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Chemical Name:2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol
CAS No.:797035-76-8
Molecular Formula:C₂₂H₃₄O₆
Molecular Weight:394.508
Hs Code.:

Synonyms:2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

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Chemical Property of 2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

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Technology Process of 2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

There total 5 articles about 2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol 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: 72.0%

: 797035-75-7
[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetonitrile

: 797035-76-8
2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: [(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetonitrile; With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 1h;

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;
DOI:10.1021/ol048275x

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 797035-76-8
2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 79.3 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

2: 81 percent / dimethylsulfoxide / 12 h / 75 °C

3: DIBAL / toluene; CH₂Cl₂ / 1 h / -78 °C

4: 181 mg / NaBH₄ / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; diisobutylaluminium hydride; In methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1002/chem.200500892

Reference yield:

: 797035-74-6
(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

: 797035-76-8
2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / dimethylsulfoxide / 12 h / 75 °C

2: DIBAL / toluene; CH₂Cl₂ / 1 h / -78 °C

3: 181 mg / NaBH₄ / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; diisobutylaluminium hydride; In methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1002/chem.200500892