(2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

Base Information

Chemical Name:(2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran
CAS No.:207558-09-6
Molecular Formula:C₃₂H₄₀O₅
Molecular Weight:504.667
Hs Code.:

Synonyms:(2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

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Chemical Property of (2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

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Technology Process of (2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

There total 9 articles about (2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran 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%

: 100-39-0
benzyl bromide

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

: 207558-09-6
(2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

Guidance literature:: With sodium hydride; In hexane; N,N-dimethyl-formamide; Ambient temperature;
DOI:10.1055/s-1998-4489

Reference yield:

: 926-02-3
tert-butyl vinyl ether

: 207558-09-6
(2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 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

6: 93 percent / NaH / dimethylformamide; hexane / Ambient temperature

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

Reference yield:

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

: 207558-09-6
(2R,4R,6R)-2-Benzyloxymethyl-6-((R)-2-benzyloxy-1-phenyl-ethoxy)-4-tert-butoxy-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 6 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

6: 93 percent / NaH / dimethylformamide; hexane / Ambient temperature

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