Labd-14-ene, 8,13-epoxy-, (13R)-

Base Information

• Chemical Name: Labd-14-ene, 8,13-epoxy-, (13R)-
• CAS No.: 596-84-9
• Molecular Formula: C20H34 O
• Molecular Weight: 290.489
• DSSTox Substance ID: DTXSID40975006
• Nikkaji Number: J148.810D
• Wikidata: Q74418066
• Mol file: 596-84-9.mol

Synonyms:C13-manoyl oxide;manoyl oxide

Chemical Property of Labd-14-ene, 8,13-epoxy-, (13R)-

Chemical Property:

• Vapor Pressure: 0.00019mmHg at 25°C
• Melting Point: 22.5-26.5 °C
• Boiling Point: 338.6°Cat760mmHg
• Flash Point: 154.8°C
• PSA: 9.23000
• Density: 0.941g/cm³
• LogP: 5.74280
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 290.260965704
• Heavy Atom Count: 21
• Complexity: 439

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC2(C1CCC3(C2CCC(O3)(C)C=C)C)C)C
• Isomeric SMILES: C[C@@]1(CC[C@H]2[C@@]3(CCCC([C@H]3CC[C@@]2(O1)C)(C)C)C)C=C

Technology Process of Labd-14-ene, 8,13-epoxy-, (13R)-

There total 7 articles about Labd-14-ene, 8,13-epoxy-, (13R)- 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:

sclareol (515-03-7,1232-00-4,4630-08-4,74638-09-8,74638-15-6,86023-49-6,86023-50-9,98719-42-7) → manoyl oxide (596-84-9) + 4-((1S,4aS,8aS)-5,5,8a-trimethyl-2-methylene-decahydronaphthalen-1-yl)butan-2-one (10266-75-8) + (+)-manool (596-85-0,29461-42-5,41357-91-9,106631-38-3,1438-62-6)

Guidance literature:

for 60h; culture medium containing mitomycin C cured strain of Nocardia restricta JTS-162;

Reference yield:

sclareol (515-03-7) → manoyl oxide (596-84-9) + (3aR)-(+)-sclareolide (564-20-5,1216-84-8,30450-17-0,58976-28-6,64090-92-2,67844-42-2,79768-41-5,79768-42-6,86688-27-9,86688-28-0,95406-08-9,98719-44-9,98719-46-1,131831-65-7,140851-80-5) + (3S,4aR,6aS,10aS,10bR)-3,4a,7,7,10a-Pentamethyl-3-vinyl-dodecahydro-benzo[f]chromene (1227-93-6)

Guidance literature:

With chromic acid;

Reference yield:

sclareol (515-03-7) → manoyl oxide (596-84-9) + 15,16-dinor-labd-8-en-13-one (14506-65-1) + 4-((4aS,8aS)-5,5,8a-Trimethyl-2-methylene-decahydro-naphthalen-1-yl)-butan-2-one (909886-71-1) + 4-((4aS,8aS)-2,5,5,8a-Tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-yl)-butan-2-one (14699-31-1,24120-97-6,66885-43-6,73610-60-3,126642-09-9) + (3aR)-(+)-sclareolide (564-20-5,1216-84-8,30450-17-0,58976-28-6,64090-92-2,67844-42-2,79768-41-5,79768-42-6,86688-27-9,86688-28-0,95406-08-9,98719-44-9,98719-46-1,131831-65-7,140851-80-5) + (3S,4aR,6aS,10aS,10bR)-3,4a,7,7,10a-Pentamethyl-3-vinyl-dodecahydro-benzo[f]chromene (1227-93-6)

Guidance literature:

With sodium dichromate; sulfuric acid; acetic acid; In water; at 20 ℃; for 36h; Product distribution;

upstream raw materials:

epimanool

sclareol

manool

(+)-manool

Downstream raw materials:

sclareol oxide

8α,13β-epoxy-15-norlabdan-14-oic acid

8α,13β-epoxy-15-hydroxylabdan-12-one

2-Oxo-manoyloxid