(1S,4R,9R,10R,13S)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane

Base Information

• Chemical Name: (1S,4R,9R,10R,13S)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane
• CAS No.: 562-28-7
• Molecular Formula: C20H32
• Molecular Weight: 272.474
• Mol file: 562-28-7.mol

Synonyms:

Chemical Property of (1S,4R,9R,10R,13S)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Melting Point: 51 °C
• Boiling Point: 346.9°C at 760 mmHg
• Flash Point: 170.3°C
• PSA: 0.00000
• Density: 0.97g/cm³
• LogP: 5.97540
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 272.250401021
• Heavy Atom Count: 20
• Complexity: 445

Purity/Quality:

90% ^*data from raw suppliers

Ent-kaurene >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCC2(C1CCC34C2CCC(C3)C(=C)C4)C)C
• Isomeric SMILES: C[C@@]12CCCC([C@H]1CC[C@]34[C@H]2CC[C@@H](C3)C(=C)C4)(C)C

Technology Process of (1S,4R,9R,10R,13S)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane

There total 16 articles about (1S,4R,9R,10R,13S)-5,5,9-trimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane 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:

D,L-mevalonic acid (150-97-0,690-72-2,17817-88-8,32451-23-3) → kaurene (469-85-2,469-86-3,562-28-7,10178-84-4,13850-19-6,20070-61-5,87759-99-7) + gibberellin A12 (1164-45-0) + kaurenoic acid (5095-09-0,6730-83-2,14046-76-5,19941-50-5,20316-84-1,34426-48-7,98523-71-8) + ent-kaura-6,16-dien-19-oic acid (77280-78-5)

Guidance literature:

With cell-free system of Phaseolus coccineus; K-Pi buffer; NADPH; bovine serum albumin; at 28 - 30 ℃; for 2h; Further byproducts given;

Reference yield:

ent-17-iodokaurane (112609-07-1) → kaurene (469-85-2,469-86-3,562-28-7,10178-84-4,13850-19-6,20070-61-5,87759-99-7)

Guidance literature:

With potassium tert-butylate; In dimethyl sulfoxide; at 78 ℃; for 2h;

Reference yield:

C20H36O7P2 (21561-90-0) → kaurene (469-85-2,469-86-3,562-28-7,10178-84-4,13850-19-6,20070-61-5,87759-99-7)

Guidance literature:

With Triticum aestivum ent-kaurene synthase-like gene 5; at 16 - 30 ℃; for 73h; Reagent/catalyst; Enzymatic reaction;

DOI:10.1016/j.phytochem.2012.08.021 DOI:10.1016/j.phytochem.2012.08.021

upstream raw materials:

ent-15-Kauren-6-on-20-al

ent-17-iodokaurane

ent-kauran-17-ol

ent-15-Kauren-6α,20-diol

Downstream raw materials:

(-)-Kauren-(16)-ol-(15α)

(-)-kaur-16-en-19-ol

ent-kaur-16-en-19-al

kaurenoic acid