(R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

Base Information

Chemical Name:(R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol
CAS No.:207558-08-5
Molecular Formula:C₁₈H₂₈O₅
Molecular Weight:324.417
Hs Code.:

Synonyms:(R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

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Chemical Property of (R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

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Technology Process of (R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

There total 8 articles about (R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-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: 93.0%

: 207558-06-3
(2R,4R,6R)-4-tert-Butoxy-6-((R)-methoxycarbonyl-phenyl-methoxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 207558-08-5
(R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 15h; Ambient temperature;
DOI:10.1055/s-1998-4489

Reference yield:

: 926-02-3
tert-butyl vinyl ether

: 207558-08-5
(R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether / 12 h / -30 °C

2: Et₃N / diethyl ether / 0 °C

3: 70 percent / Eu(fod)3 / petroleum ether; toluene / 60 h / Heating

4: 88 percent / H₂ / 10percent Pd/C / ethanol / 15 h / 2250.2 Torr / Ambient temperature

5: 93 percent / LiAlH₄ / diethyl ether / 15 h / Ambient temperature

With lithium aluminium tetrahydride; hydrogen; triethylamine; Eu(fod)3; palladium on activated charcoal; In diethyl ether; ethanol; toluene; Petroleum ether;
DOI:10.1055/s-1998-4489

Reference yield:

: 20698-91-3
(R)-methyl mandelate

: 207558-08-5
(R)-2-((2R,4R,6R)-4-tert-Butoxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-2-phenyl-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / TFA / 120 h

2: 85 percent / Et₃N, TMSOTf / CH₂Cl₂ / 0 - 20 °C

3: 70 percent / Eu(fod)3 / petroleum ether; toluene / 60 h / Heating

4: 88 percent / H₂ / 10percent Pd/C / ethanol / 15 h / 2250.2 Torr / Ambient temperature

5: 93 percent / LiAlH₄ / diethyl ether / 15 h / Ambient temperature

With lithium aluminium tetrahydride; trimethylsilyl trifluoromethanesulfonate; hydrogen; triethylamine; trifluoroacetic acid; Eu(fod)3; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; toluene; Petroleum ether;
DOI:10.1055/s-1998-4489