(E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

Base Information

Chemical Name:(E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal
CAS No.:152036-80-1
Molecular Formula:C₂₁H₂₆O₅
Molecular Weight:358.434
Hs Code.:

Synonyms:(E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

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Chemical Property of (E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

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Technology Process of (E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

There total 4 articles about (E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal 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: 70.0%

: 54623-57-3
(E)-trimethyl(2-methylbuta-1,3-dienyloxy)silane

: 152036-79-8
(2R,6S)-6-benzoyloxyethyl-5,6-dihydro-2-formylmethyl-2H-pyran

: (E,5R)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

: 152036-80-1
(E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

Guidance literature:: With boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; at -78 ℃; for 1h;
DOI:10.1016/0040-4020(95)00547-L

Reference yield:

: 169131-21-9
(2R,4S)-4-hydroxy-2-benzoyloxyethyl-3,4-dihydro-2H-pyran

: 152036-80-1
(E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

Guidance literature:: Multi-step reaction with 3 steps

1: ⁱPr₂NEt / CH₂Cl₂ / 18 h / 0 °C

2: Cl₂Ti(OⁱPr)2 / toluene / 0.5 h / -42 °C

3: BF₃*Et₂O / CH₂Cl₂; diethyl ether / 1 h / -78 °C

With titanium(IV) dichlorodiisopropylate; boron trifluoride diethyl etherate; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)73995-5

Reference yield:

: 152036-78-7
(2R,4S)-4-acetoxy-2-benzoyloxyethyl-3,4-dihydro-2H-pyran

: 152036-80-1
(E,5S)-6-<(2R,6S)-6-<2-benzoyloxyethyl>-5,6-dihydro-2H-pyran-2-yl>-5-hydroxy-2-methylhexa-2-enal

Guidance literature:: Multi-step reaction with 2 steps

1: Cl₂Ti(OⁱPr)2 / toluene / 0.5 h / -42 °C

2: BF₃*Et₂O / CH₂Cl₂; diethyl ether / 1 h / -78 °C

With titanium(IV) dichlorodiisopropylate; boron trifluoride diethyl etherate; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4039(00)73995-5