DACRENE

Base Information

• Chemical Name: DACRENE
• CAS No.: 20070-61-5
• Molecular Formula: C₂₀H₃₂
• Molecular Weight: 272.474
• Mol file: 20070-61-5.mol

Synonyms:PHYLLOCLADENE;SCIADOPITENE;DACRENE;[8R,13S,(-)]-Kaura-16-ene;8beta,13beta-Kaur-16-ene

Chemical Property of DACRENE

Chemical Property:

• PSA: 0.00000
• LogP: 5.97540

Purity/Quality:

Analysis control,97.0% ^*data from raw suppliers

(-)-Phyllocladene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of DACRENE

There total 10 articles about DACRENE 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

D,L-mevalonic acid

ent-17-iodokaurane

ent-kauran-17-ol

Downstream raw materials:

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

ent-kaur-16-en-19-al

kaurenoic acid

ent-kauran-16β,17-epoxide

Refernces

• 1、 Zhou, Ke,Xu, Meimei,Tiernan, Mollie,Xie, Qian,Toyomasu, Tomonobu,Sugawara, Chizu,Oku, Madoka,Usui, Masami,Mitsuhashi, Wataru,Chono, Makiko,Chandler, Peter M.,Peters, Reuben J.. "Functional characterization of wheat ent-kaurene(-like) synthases indicates continuing evolution of labdane-related diterpenoid metabolism in the cereals". . p. 47 - 55. Retrieved 2013/01/15.
• 2、 Turnbull, Colin G. N.,Crozier, Alan,Schwenen, Ludger,Graebe, Jan E.. "BIOSYNTHESIS OF GIBBERELLIN A12-ALDEHYDE, GIBBERELLIN A12 AND THEIR KAURENOID PRECURSORS FROM MEVALONIC ACID IN A CELL-FREE SYSTEM FROM IMMATURE SEED OF PHASEOLUS COCCINEUS". . p. 97 - 102. Retrieved 2007/10/02.