9-Ethyl-3-(hydroxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

Base Information

• Chemical Name: 9-Ethyl-3-(hydroxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol
• CAS No.: 83720-10-9
• Molecular Formula: C₁₂H₂₂O₄
• Molecular Weight: 230.304
• Metabolomics Workbench ID: 112674
• Wikidata: Q110204352
• Mol file: 83720-10-9.mol

Synonyms:talaromycin C

Chemical Property of 9-Ethyl-3-(hydroxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

Chemical Property:

• Vapor Pressure: 5.77E-08mmHg at 25°C
• Boiling Point: 397.4°C at 760 mmHg
• Flash Point: 194.1°C
• PSA: 58.92000
• Density: 1.15g/cm³
• LogP: 0.90900
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.15180918
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1CCC2(CC(C(CO2)CO)O)OC1

Technology Process of 9-Ethyl-3-(hydroxymethyl)-1,7-dioxaspiro[5.5]undecan-4-ol

There total 245 articles about 9-Ethyl-3-(hydroxymethyl)-1,7-dioxaspiro[5.5]undecan-4-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: 100.0%

(3S,4R,6R,9S)-3-Benzyloxymethyl-9-vinyl-1,7-dioxa-spiro[5.5]undecan-4-ol → talaromycin E (83720-10-9,83780-27-2,88034-47-3,88034-48-4,89885-86-9,91741-36-5,91741-37-6,111465-42-0,111465-43-1,111465-44-2,113299-85-7,121363-46-0,132880-47-8,148407-84-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.1021/ja00314a018

Reference yield: 100.0%

(3R,4S,6R,9R)-4-benzyloxy-9-ethyl-3-hydroxymethyl-1,7-dioxaspiro<5.5>undecane (131158-00-4) → (-)-talaromycin A (83720-10-9)

Guidance literature:

With hydrogen; palladium(II) oxide; In methanol; under 1140 Torr;

DOI:10.1016/0008-6215(90)80148-V

Reference yield: 100.0%

(3R,4S,6R,9R)-3-Benzyloxymethyl-9-ethyl-1,7-dioxa-spiro[5.5]undecan-4-ol (113195-29-2,113299-81-3,113299-82-4) → (+/-)-talaromycin A (83720-10-9,83780-27-2,88034-47-3,88034-48-4,89885-86-9,91741-36-5,91741-37-6,111465-42-0,111465-43-1,111465-44-2,113299-85-7,121363-46-0,132880-47-8,148407-84-5)

Guidance literature:

With ammonia; lithium; In diethyl ether;

DOI:10.1016/S0040-4039(00)98454-5

upstream raw materials:

(3R*,4S*,6R*,9R*)-3-<(t-butyldimethyl)siloxy>methyl-9-ethyl-1,7-dioxaspiro<5.5>undecan-4-ol

(3R,4S,6R,9R)-3-Benzyloxymethyl-9-ethyl-1,7-dioxa-spiro[5.5]undecan-4-ol

4-Ethyl-5-hydroxypentanoic acid lactone

(3S*,6R*,9R*)- and (3R*,6R*,9R*)-9-ethyl-3-hydroxymethyl-1,7-dioxaspiro<5.5>undec-4-ene

Downstream raw materials:

talaromycin A

(-)-talaromycin B

talaromycin A 12-(3',5'-dinitrobenzoate)

3-(9-ethyl-4-hydroxy-1,7-dioxaspiro<5.5>undecyl)methyl (3',5'-dinitro)benzoate