Debilone

Base Information

• Chemical Name: Debilone
• CAS No.: 26808-51-5
• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.338
• Mol file: 26808-51-5.mol

Synonyms:5H-Cyclopropa[a]naphthalen-5-one,1,1a,2,3,6,7,7a,7b-octahydro-3-hydroxy-1,1,7,7a-tetramethyl-, [1aR-(1aa,3a,7a,7aa,7ba)]-; Debilon; Debilone

Chemical Property of Debilone

Chemical Property:

• Melting Point: 135 °C
• Boiling Point: 359.0±21.0 °C(Predicted)
• PKA: 14.20±0.70(Predicted)
• PSA: 37.30000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 2.56480

Purity/Quality:

HPLC≥96.5% ^*data from raw suppliers

Debilon ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Debilone

There total 4 articles about Debilone 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: 18.7%

β-gurjunene (17334-55-3) → aristolone (3293-43-4,6831-17-0,20536-71-4,22419-46-1,25274-27-5,27779-52-8) + (1aR)-5-oxo-1.1.7c.7ac-tetramethyl-(1arH.7bcH)-1a.2.3.5.6.7.7a.7b-octahydro-1H-cyclopropa[a]naphthalene (28398-06-3,808102-61-6) + (1aR,3R,7R,7aR,7bS)-3-hydroxy-1,1,7,7a-tetramethyl-1,1a,2,3,6,7,7a,7b-octahydro-5H-cyclopropa[α]naphthalen-5-one (26808-51-5)

Guidance literature:

With culture medium of Chlorella fusca var. vacuocola IAMC-28; Noro medium; at 25 ℃; for 528h;

DOI:10.1248/cpb.54.861

Reference yield:

β-gurjunene (17334-55-3) → (1aR,3R,7R,7aR,7bS)-3-hydroxy-1,1,7,7a-tetramethyl-1,1a,2,3,6,7,7a,7b-octahydro-5H-cyclopropa[α]naphthalen-5-one (26808-51-5) + 9α-hydroxycalarene (145988-07-4) + 5α,9α-dihydroxycalarene (145940-96-1) + (1R,2S,4R,6R,9R,11R)-1,3,3,11-tetramethyltricyclo<5.4.0.02,4>undec-7-ene-6,9-diol (123735-82-0)

Guidance literature:

In N,N-dimethyl-formamide; for 168h; Further byproducts given; Bacillus megaterium DSM 32;

DOI:10.1016/S0031-9422(00)97521-6

Reference yield:

β-gurjunene (17334-55-3) → (1aR,3R,7R,7aR,7bS)-3-hydroxy-1,1,7,7a-tetramethyl-1,1a,2,3,6,7,7a,7b-octahydro-5H-cyclopropa[α]naphthalen-5-one (26808-51-5) + 9α-hydroxycalarene (145988-07-4) + 5α,9α-dihydroxycalarene (145940-96-1) + (1R,2R,3S,4R,9S,11R)-3-hydroxymethyl-1,3,11-trimethyltricyclo<5.4.0.02,4>undec-7-en-9-ol (145988-08-5) + (1R,2S,4R,6R,9R,11R)-1,3,3,11-tetramethyltricyclo<5.4.0.02,4>undec-7-ene-6,9-diol (123735-82-0) + (1R,2S,4R,6R,9S,11R)-1,3,3,11-tetramethyltricyclo<5.4.0.02,4>undec-7-ene-6,9-diol (145988-06-3)

Guidance literature:

In N,N-dimethyl-formamide; for 168h; Bacillus megaterium DSM 32; also with Diplodia gossypina ATCC 10936;

DOI:10.1016/S0031-9422(00)97521-6

upstream raw materials:

β-gurjunene

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