(1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

Base Information

Chemical Name:(1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde
CAS No.:909726-74-5
Molecular Formula:C₁₈H₂₃BrO₂
Molecular Weight:351.283
Hs Code.:

Synonyms:(1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

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Chemical Property of (1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

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Technology Process of (1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

There total 1 articles about (1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde 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: 63.0%

: 78-84-2
isobutyraldehyde

: 804566-32-3
{1Z,1[2S,2(1R)]}-{2-[1-(4-bromophenyl)-1-hydroxymethyl]-2-methylcyclopentylidene}methyl N,N-diisopropylcarbamate

: 909726-74-5
(1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

Guidance literature:: With iPr₂NCOO (R)-2-[(S)-CH(4-Br-C₆H₄)OH]-2-Me-cC₅H₆-(Z)=CH ester; boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/adsc.200505142

Reference yield: 74.0%

: 909726-74-5
(1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

: 909726-79-0
(1R,2S,4R,5S)-[4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]oct-1-yl]methanol

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃;
DOI:10.1002/adsc.200505142

Reference yield:

: 909726-74-5
(1S,2S,4R,5S)-4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]octane-1-carboxaldehyde

: (1R,2S,4R,5S)-[4-(4-bromophenyl)-5-methyl-2-(1-methylethyl)-3-oxabicyclo[3.3.0]oct-1-yl]methyl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: 74 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

2: 85 percent / DMAP / CH₂Cl₂ / 15 h / 20 °C

With dmap; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;
DOI:10.1002/adsc.200505142