[(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol

Base Information

• Chemical Name: [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol
• CAS No.: 864719-80-2
• Molecular Formula: C₁₃H₁₈O₃
• Molecular Weight: 222.284
• Mol file: 864719-80-2.mol

Synonyms:[(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol

Chemical Property of [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol

There total 4 articles about [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol 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:

(4aR,8aR)-2-Phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine → [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol (864719-80-2)

Guidance literature:

With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/j.tet.2005.06.034

Reference yield:

(2R,3R)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol (51450-46-5) → [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol (864719-80-2)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃;

DOI:10.1002/chem.201300583

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → [(2R,3R)-3-(phenylmethoxy)-tetrahydro-2H-pyran-2-yl]methan-1-ol (864719-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: camphorsulfonic acid / CH₂Cl₂ / 2 h / 20 °C

2: 3.03 g / DIBAL-H / CH₂Cl₂; hexane / 0.5 h / 0 °C

With camphor-10-sulfonic acid; diisobutylaluminium hydride; In hexane; dichloromethane;

DOI:10.1016/j.tet.2005.06.034

upstream raw materials:

benzaldehyde dimethyl acetal

C₁₄H₁₆O₄

(2R,3R)-2-(hydroxymethyl)tetrahydro-2H-pyran-3-ol

Downstream raw materials:

(2R,2'R,3R,3'R)-2,2'-(2,2'-oxybis(ethane-2,1-diyl)bis(oxy))bis(methylene)bis(3-(benzyloxy)tetrahydro-2H-pyran)

2-{[(2R,3R)-3-(2-{[(2R,3R)-3-(phenylmethoxy)(tetrahydro-2H-pyran-2-yl)]methoxy}ethoxy)-tetrahydro-2H-pyran-2-yl]methoxy}ethyl 4-methylbenzenesulfonate

2-[((2R,3R)-3-{2-[((2R,3R)-3-hydroxy(tetrahydro-2H-pyran-2-yl))methoxy]ethoxy}-tetrahydro-2H-pyran-2-yl)methoxy]ethyl 4-methylbenzenesulfonate

2-{[(2R,3R)-3-(2-{[(2R,3R)-3-(benzyloxy)-tetrahydro-2H-pyran-2-yl]methoxy}ethoxy)-tetrahydro-2H-pyran-2-yl]methoxy}ethanol