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CAS No.: | 489-41-8 | ||
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Name: | (-)-GLOBULOL | ||
Article Data: | 2 | ||
Molecular Structure: | |||
Formula: | C15H26 O | ||
Molecular Weight: | 222.371 | ||
Synonyms: | 1H-Cycloprop[e]azulen-4-ol,decahydro-1,1,4,7-tetramethyl-, [1aR-(1aa,4a,4aa,7a,7ab,7ba)]-; Globulol (6CI,7CI);(-)-Globulol; NSC 152470 | ||
Density: | 0.962g/cm3 | ||
Melting Point: |
87-88 °C |
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Boiling Point: | 283°C | ||
Flash Point: | 123.1°C | ||
Safety: |
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PSA: | 20.23000 | ||
LogP: | 3.46570 |
Toluene-4-sulfonic acid (1aR,4R,4aR,7R,7aS,7bS)-4-hydroxy-1,1,7-trimethyl-decahydro-cyclopropa[e]azulen-4-ylmethyl ester
(-)-globulol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 3h; Heating; | 160 mg |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 900 mg / K3, K2CO3, OsO4 / 2-methyl-propan-2-ol; H2O / 24 h / Ambient temperature 2: pyridine / Ambient temperature 3: 160 mg / LiAlH4 / tetrahydrofuran / 3 h / Heating View Scheme |
(1S,2S,4R,7R,8R,11R)-3,3,11-trimethyl-7-hydroxymethyl-tricyclo<6.3.0.02,4>undecan-7-ol
(-)-globulol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / Ambient temperature 2: 160 mg / LiAlH4 / tetrahydrofuran / 3 h / Heating View Scheme |
(+)-aromadendrene
A
(-)-globulol
B
1,1,4,7-tetramethyldecahydro-1H-cyclopropa[e]azulen-4-ol
Conditions | Yield |
---|---|
With iron(III)-acetylacetonate; 1,3-dibromo-5-fluoro-2-nitrobenzene; phenylsilane; sodium hydrogencarbonate In methanol at 0 - 20℃; for 12h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Overall yield = 61 percent; diastereoselective reaction; | A n/a B n/a |
(-)-globulol
A
6β,7α,14-trihydroxyaromadendrane
B
7α,14-dihydroxyaromadendrane
C
5α,7α-dihydroxyaromadendrane
Conditions | Yield |
---|---|
In ethanol for 144h; Mucor plumbeus; | A 1% B 58% C 1% |
(-)-globulol
(1S,2S,3S,4R,7R,8R,11R)-7-hydroxy-3,7,11-trimethyltricyclo<6.3.0.02,4>undecane-3-carboxylic acid
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 96h; Mycobacterium smegmatis DSM 43061; | 46% |
Conditions | Yield |
---|---|
With pyridine; trichlorophosphate |
(-)-globulol
A
9-hydroxyglobulol
B
6β,7α,14-trihydroxyaromadendrane
C
9,14-exo-dihydroxyglobulol
D
7α,14-dihydroxyaromadendrane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 28h; Bacillus megaterium DSM 32; Further byproducts given; | A 4 mg B 31 mg C 6 mg D 60 mg |
(-)-globulol
A
6-hydroxyglobulol
B
6β,7α,14-trihydroxyaromadendrane
C
9,14-exo-dihydroxyglobulol
D
7α,14-dihydroxyaromadendrane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 28h; Bacillus megaterium DSM 32; Further byproducts given; | A 8 mg B 31 mg C 6 mg D 60 mg |
(-)-globulol
A
6-hydroxyglobulol
B
6β,7α,14-trihydroxyaromadendrane
C
14-endohydroxyglobulol
D
7α,14-dihydroxyaromadendrane
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 28h; Bacillus megaterium DSM 32; Further byproducts given; | A 8 mg B 31 mg C 2 mg D 60 mg |