(3R)-oct-1-en-3-ol

Base Information

• Chemical Name: (3R)-oct-1-en-3-ol
• CAS No.: 3687-48-7
• Molecular Formula: C₈H₁₆O
• Molecular Weight: 128.214
• Hs Code.: 29052990
• European Community (EC) Number: 801-721-0
• UNII: BYV0MEV7V1
• DSSTox Substance ID: DTXSID70895768
• Nikkaji Number: J66.870B
• Wikidata: Q27120387
• Metabolomics Workbench ID: 3184
• ChEMBL ID: CHEMBL1230177
• Mol file: 3687-48-7.mol

Synonyms:(3R)-oct-1-en-3-ol;3687-48-7;1-Octen-3-ol, (3R)-;(R)-(-)-1-octen-3-ol;Matsutakeol;L-1-Octen-3-ol;(-)-Matsutakeol;(-)-1-Octen-3-ol;(R)-Matsutake alcohol;(R)-oct-1-en-3-ol;1-Octen-3-ol, (R)-;Matsutake alcohol;(R)-1-octen-3-ol;UNII-BYV0MEV7V1;BYV0MEV7V1;FEMA No. 4492;1-Octen-3-ol, (-)-;CHEBI:39932;CHAMPIGNOL;(3R)-1-octen-3-ol;r-(-)-1-octene-3-ol;SCHEMBL444600;CHEMBL1230177;DTXSID70895768;LMFA05000093;AKOS028109444;Q27120387

Chemical Property of (3R)-oct-1-en-3-ol

Chemical Property:

• PSA: 20.23000
• LogP: 2.11360
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 128.120115130
• Heavy Atom Count: 9
• Complexity: 69

Purity/Quality:

99%, ^*data from raw suppliers

(R)-(-)-1-OCTEN-3-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(C=C)O
• Isomeric SMILES: CCCCC[C@H](C=C)O
• Uses: (3R)-1-Octen-3-ol is used in the characterization of key aroma compounds and enantiomer distribution in Longjing tea using chiral column.

Technology Process of (3R)-oct-1-en-3-ol

There total 125 articles about (3R)-oct-1-en-3-ol 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: 95.0%

Toluene-4-sulfonic acid (2R,3R)-3-pentyl-oxiranylmethyl ester (111321-48-3) → (R)-1-octene-3-ol (3391-86-4,3687-48-7,24587-53-9,50999-79-6)

Guidance literature:

With sodium hydroxide; tellurium; sodium formaldehyde sulfoxylate; In tetrahydrofuran; for 6h; Ambient temperature;

DOI:10.1021/jo00055a029

Reference yield: 91.0%

(2R,3R)-2-<(R)-p-tolylsulfinyl>-1-(trimethylsilyl)-3-octanol (155394-02-8) → (R)-1-octene-3-ol (3391-86-4,3687-48-7,24587-53-9,50999-79-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.75h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80816-4

Reference yield: 90.0%

1-pentyl-2-propenyl acetate → (R)-1-octene-3-ol (3391-86-4,3687-48-7,24587-53-9,50999-79-6)

Guidance literature:

1-pentyl-2-propenyl acetate; With potassium carbonate; In methanol; at 20 ℃; for 2h; Inert atmosphere;

With di-isopropyl azodicarboxylate; acetic acid; triphenylphosphine; In methanol; at 20 ℃; for 8h; Inert atmosphere;

DOI:10.1002/ejoc.201301365

upstream raw materials:

1-octen-3-ol

oct-1-en-3-one

oct-1-en-3-yl acetate

C₂₂H₂₆O

Downstream raw materials:

(R)-octan-3-ol

(S)-2-hydroxyheptanal

(S)-octan-3-ol

2-hydroxy-heptanal-(1)

Refernces

• 1、 Zhang, Fuhao,Zeng, Jingwen,Gao, Mohan,Wang, Linzhou,Chen, Gen-Qiang,Lu, Yixin,Zhang, Xumu. "Concise, scalable and enantioselective total synthesis of prostaglandins". . p. 692 - 697. Retrieved 2021/06/01.
• 2、 Karier, Pol,Ungeheuer, Felix,Ahlers, Andreas,Anderl, Felix,Wille, Christian,Fürstner, Alois. "Metathesis at an Implausible Site: A Formal Total Synthesis of Rhizoxin D". supporting information. p. 248 - 253. Retrieved 2018/12/13.