Hydroxenin

Base Information

• Chemical Name: Hydroxenin
• CAS No.: 60102-36-5
• Molecular Formula: C₂₀H₃₂O₂
• Molecular Weight: 304.473
• UNII: 4626E725T3
• Wikidata: Q27258888

Synonyms:Hydroxenin;4626E725T3;UNII-4626E725T3;60102-36-5;Retinol, 7,10-dihydro-10-hydroxy-, (11-cis,13-cis)-;SCHEMBL5333849;Q27258888;RETINOL, 7,10-DIHYDRO-10-HYDROXY-, (11-Z,13-Z)-

Chemical Property of Hydroxenin

Chemical Property:

• PSA: 40.46000
• LogP: 4.70510
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 304.240230259
• Heavy Atom Count: 22
• Complexity: 490

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(CCC1)(C)C)CC=C(C)C(C=CC(=CCO)C)O
• Isomeric SMILES: CC1=C(C(CCC1)(C)C)C/C=C(\C)/C(/C=C\C(=C/CO)\C)O

Technology Process of Hydroxenin

There total 3 articles about Hydroxenin 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:

(+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,7ξ-dien-4-yne-1,6-diol (3230-75-9,50895-68-6,50895-69-7,125072-53-9) → (+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,4c,7ξ-triene-1,6-diol (3230-76-0,34255-07-7,60102-36-5,62653-03-6)

Guidance literature:

With methanol; with quinoline partial inactivated palladium-catalyst; Hydrogenation;

DOI:10.1080/014311600750020000

Reference yield:

(+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,7ξ-dien-4-yne-1,6-diol (3230-75-9,50895-68-6,50895-69-7,125072-53-9) → (+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2ξ,4t,7ξ-triene-1,6-diol (3230-76-0,34255-07-7,60102-36-5,62653-03-6)

Guidance literature:

With lithium aluminium tetrahydride; diethyl ether;

DOI:10.1021/ja01651a033

Reference yield:

→ 2,4Z,7E,-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,7-nonatriene-1,6-diol (60102-36-5)

Guidance literature:

Glykol (I), H2/Pd-CaCO3;

DOI:10.1007/BF00757994

upstream raw materials:

(+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2c,7ξ-dien-4-yne-1,6-diol

Downstream raw materials:

Acetic acid (2Z,4Z,7E)-6-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,7-trienyl ester

(+/-)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2ξ,4t,6ξ-triene-1,8-diol

(+/-)-9-acetoxy-3.7-dimethyl-1-(2.2.6-trimethyl-cyclohexen-(6)-yl)-nonatrien-(2ξ.5c.7c)-ol-(4)

RETINOL

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