All-trans-7,8-dihydroretinol

Base Information

Chemical Name:All-trans-7,8-dihydroretinol
CAS No.:115797-12-1
Molecular Formula:C₂₀H₃₂O
Molecular Weight:288.473
Hs Code.:
DSSTox Substance ID:DTXSID801316076
Nikkaji Number:J2.441.644E
Wikidata:Q27225458

Synonyms:7,8-dihydroretinol;all-trans-7,8-dihydroretinol

Suppliers and Price of All-trans-7,8-dihydroretinol

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of All-trans-7,8-dihydroretinol

Chemical Property:

XLogP3:5.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:6
Exact Mass:288.245315640
Heavy Atom Count:21
Complexity:458

Purity/Quality:: 98% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=C(C(CCC1)(C)C)CCC(=CC=CC(=CCO)C)C
Isomeric SMILES:CC1=C(C(CCC1)(C)C)CC/C(=C/C=C/C(=C/CO)/C)/C

Technology Process of All-trans-7,8-dihydroretinol

There total 5 articles about All-trans-7,8-dihydroretinol 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: 91.0%

: 51077-41-9,51077-42-0,51077-43-1,51096-73-2
ethyl (2E,4E,6E)-3,7-dimethyl-9-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)nona-2,4,6-trienoate

: 115797-12-1
(2E,4E,6E)-3,7-dimethyl-9-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)nona-2,4,6-trien-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;
DOI:10.1021/np300230t

Reference yield: 31.0%

: C₁₄H₂₃I

: 128426-10-8
(2E,4E)-5-(tri-n-butylstannyl)-3-methylpenta-2,4-dien-1-ol

: 115797-12-1
(2E,4E,6E)-3,7-dimethyl-9-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)nona-2,4,6-trien-1-ol

Guidance literature:: C₁₄H₂₃I; With 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; for 0.166667h; Inert atmosphere;

(2E,4E)-5-(tri-n-butylstannyl)-3-methylpenta-2,4-dien-1-ol; at 40 ℃; for 5h; Inert atmosphere;
DOI:10.1039/d0ob01084g

Reference yield:

: 6153-06-6,105-29-3
(E)-3-methylpent-2-en-4-yn-1-ol

: 115797-12-1
(2E,4E,6E)-3,7-dimethyl-9-(2',6',6'-trimethylcyclohex-1'-en-1'-yl)nona-2,4,6-trien-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: copper(l) cyanide; n-butyllithium / tetrahydrofuran; diethyl ether / -30 °C / Inert atmosphere

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; 1-methyl-pyrrolidin-2-one / 0.17 h / Inert atmosphere

2.2: 5 h / 40 °C / Inert atmosphere

With 1-methyl-pyrrolidin-2-one; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; n-butyllithium; triphenyl-arsane; copper(l) cyanide; In tetrahydrofuran; diethyl ether; 2.1: |Stille Cross-Coupling (Migita-Kosugi-Stille Coupling) / 2.2: |Stille Cross-Coupling (Migita-Kosugi-Stille Coupling);
DOI:10.1039/d0ob01084g