(2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

Base Information

Chemical Name:(2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran
CAS No.:140902-82-5
Molecular Formula:C₁₇H₂₂O₄
Molecular Weight:290.359
Hs Code.:

Synonyms:(2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

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Chemical Property of (2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

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Technology Process of (2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

There total 5 articles about (2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-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: 47.0%

: 77086-38-5
ketene t-butyldimethylsilyl methyl acetal

: 140902-79-0
(2RS,4SR)-4-acetoxy-2-benzyloxyethyl-3,4-dihydro-2H-pyran

: 140902-82-5
(2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

: 140902-81-4
(2RS,6SR)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

Guidance literature:: With zinc dibromide; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1016/0040-4020(95)00547-L

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 140902-82-5
(2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / nBu₂BOTf/iPr₂NEt / CH₂Cl₂ / -78 °C

2: 60 percent / Me₃SiOTf, iPr₂NEt / CH₂Cl₂

3: NaBH₄/CeCl₃ / methanol; ethanol / -78 °C

5: ZnBr₂ / CH₂Cl₂ / 2.5 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; trimethylsilyl trifluoromethanesulfonate; di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; zinc dibromide; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo00038a002

Reference yield:

: 140902-77-8
(2RS)-2-(benzyloxyethyl)-2,3-dihydro-4H-pyran-4-one

: 140902-82-5
(2RS,6RS)-6-benzyloxyethyl-5,6-dihydro-2-methoxycarbonyl-methyl-2H-pyran

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄/CeCl₃ / methanol; ethanol / -78 °C

3: ZnBr₂ / CH₂Cl₂ / 2.5 h / 20 °C

With sodium tetrahydroborate; cerium(III) chloride; zinc dibromide; In methanol; ethanol; dichloromethane;
DOI:10.1021/jo00038a002