all trans, 13-cis 3-hydroxyretinal

Base Information

Chemical Name:all trans, 13-cis 3-hydroxyretinal
CAS No.:115075-58-6
Molecular Formula:C₂₀H₂₈O₂
Molecular Weight:300.441
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of all trans, 13-cis 3-hydroxyretinal

Chemical Property:

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Technology Process of all trans, 13-cis 3-hydroxyretinal

There total 23 articles about all trans, 13-cis 3-hydroxyretinal 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: 50.0%

: 6890-91-1,7584-74-9
(3RS,all-E)-hydroxyretinal

: 115075-58-6,7584-74-9
all trans, 13-cis 3-hydroxyretinal

Guidance literature:: In benzene; for 2h; Irradiation;
DOI:10.1248/cpb.36.78

Reference yield:

: 6890-93-3,60046-52-8,106623-46-5,106623-47-6,120674-70-6,120674-71-7,120674-72-8,120674-73-9,120674-87-5,120674-88-6
4-((1E,3Z,5E,7E)-9-Hydroxy-3,7-dimethyl-nona-1,3,5,7-tetraenyl)-3,5,5-trimethyl-cyclohex-3-enol

: 6890-91-1,60046-53-9,81600-86-4,81600-87-5,102918-00-3,115075-58-6,120657-98-9,120674-41-1,120674-42-2,120674-45-5,121521-19-5,145681-21-6,7584-74-9
3-hydroxy-9-cis-retinal

Guidance literature:: With manganese(IV) oxide; In dichloromethane; Yield given; Ambient temperature;
DOI:10.1021/ja00375a048

Reference yield:

: 14398-35-7
(3E)-4-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)but-3-en-2-one

: 6890-91-1,60046-53-9,81600-86-4,81600-87-5,102918-00-3,115075-58-6,120657-98-9,120674-41-1,120674-42-2,120674-45-5,121521-19-5,145681-21-6,7584-74-9
3-hydroxy-9-cis-retinal

Guidance literature:: Multi-step reaction with 9 steps

1: 70 percent / p-TsOH / benzene / Heating

2: 1.) 9-BBN, 2.) NaOH, H₂O₂ / 1.) 55-60 deg C

3: 90 percent / Im*DMF / Ambient temperature

4: 90 percent / HCl / acetone

5: 1.) LDA, 2.) HCO₂H / 1.) THF, -78 deg C, 2.) room temperature

6: 85 percent / NaH / tetrahydrofuran / -10 °C

7: n-Bu₄N(+)F(-) / tetrahydrofuran / Ambient temperature

8: Dibal / diethyl ether / -78 °C

9: MnO₂ / CH₂Cl₂ / Ambient temperature

With hydrogenchloride; manganese(IV) oxide; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; formic acid; tetrabutyl ammonium fluoride; dihydrogen peroxide; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1021/ja00375a048