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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

High Content Natural Extract (-)-Caryophyllene Oxide HACCP manufacturer

Cas:1139-30-6

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Chengdu Lemeitian Pharmaceutical Technology Co,. Ltd

ADVANTAGE: 1. More than 3,000 Chinese medicine reference substances / standard products available from stock, issued on the same day, multiple cities can be delivered the next day 2. The products are provided with COA, HPLC, NMR, quality assurance,

Caryophyllene oxide

Cas:1139-30-6

Min.Order:10 Metric Ton

Negotiable

Type:Manufacturers

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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price in China. If you are looking for the product’s supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product specifica

b-Caryophyllene oxide

Cas:1139-30-6

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Henan Tianfu Chemical Co., Ltd.

TIANFUCHEM--1139-30-6--High purity CARYOPHYLLENE OXIDE in stock Our company was built in 2009 with an ISO certificate.In the past 10 years, we have grown up as a famous fine chemicals supplier in China And we had established stable busines

TIANFUCHEM--1139-30-6--High purity CARYOPHYLLENE OXIDE in stock

Cas:1139-30-6

Min.Order:1 Metric Ton

FOB Price: $2000.0

Type:Lab/Research institutions

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Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. High quality and competitive price: 1) Standard: BP/USP/EP/ enterprise standard 2) All purity ≥95% 3) We are manufacturers and can provide high quality products at factory prices. 2. Fast and safe delivery 1) The package c

CARYOPHYLLENE OXIDE CAS:1139-30-6

Cas:1139-30-6

Min.Order:1 Metric Ton

FOB Price: $245.0 / 255.0

Type:Trading Company

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Manufacturer supply CAS 1139-30-6 with best quality

Cas:1139-30-6

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

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Hangzhou Sartort Biopharma Co., Ltd

Appearance:white crystalline powder Storage:R T Package:25kg/Barrel Application:Chemicals Transportation:Express/Sea/Air Port:Any port in China

Cheap Price Ready Stock Caryophyllene oxide

Cas:1139-30-6

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

5-Oxatricyclo[8.2.0.04,6]dodecane,4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)- 1139-30-6

Cas:1139-30-6

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

CARYOPHYLLENE OXIDE 99%

Cas:1139-30-6

Min.Order:1 Kilogram

FOB Price: $72.0 / 84.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

CARYOPHYLLENE OXIDE CAS:1139-30-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organic interm

CARYOPHYLLENE OXIDE CAS:1139-30-6

Cas:1139-30-6

Min.Order:1 Gram

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Type:Lab/Research institutions

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Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

5-Oxatricyclo[8.2.0.04,6]dodecane,4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-

Cas:1139-30-6

Min.Order:1 Kilogram

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

CAS NO.:1139-30-6

Cas:1139-30-6

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Caryophyllene oxide

Cas:1139-30-6

Min.Order:0

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Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

(-)-Caryophyllene Oxide manufacturer

Cas:1139-30-6

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality moderate price & quick delivery Appearance:white crystalline powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:1kg/bag, 1kg/drum or 25kg/drum or as per your request. Application:Used to m

5-Oxatricyclo[8.2.0.04,6]dodecane,4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-

Cas:1139-30-6

Min.Order:1 Kilogram

Negotiable

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Hangzhou Huarong Pharm Co., Ltd.

Hangzhou Huarong Pharm Co., Ltd.established since 2006 , has been actively developing specialty products for Finished Dosages, APIs, Intermediates, and Fine chemicals markets in North America, Europe, Korea, Japan, Mid-East and all over the World. Hu

Beta-Caryophyllene Epoxide

Cas:1139-30-6

Min.Order:0

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GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

beta-caryophyllene oxide

Cas:1139-30-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

R & D enterprises have their own stock in stock Package:1kg Application:pharmaceutical intermediates

Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Acmec (-)-Caryophyllene Oxide C86730 100mg

Cas:1139-30-6

Min.Order:1 bottle

Negotiable

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Henan Allgreen Chemical Co.,Ltd

high quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea

(-)-Caryophyllene oxide

Cas:1139-30-6

Min.Order:0

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Xi`an Eastling Biotech Co., Ltd.

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:Foil bag; Drum; Plastic bottle Application:Pharma;Industry;Agricultural Transportation:by sea or air Port:Beijing or Guangzhou

CARYOPHYLLENE OXIDE

Cas:1139-30-6

Min.Order:0

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Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

CARYOPHYLLENE OXIDE

Cas:1139-30-6

Min.Order:0

Negotiable

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Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

5-Oxatricyclo[8.2.0.04,6]dodecane,4,12,12-trimethyl-9-methylene-, (1R,4R,6R,10S)-

Cas:1139-30-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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HANGZHOU TIANYE CHEMICALS CO., LTD.

We product this chemical more than 10 years . We are very experience to export it to many countries, Our superior & stable quality , competitive price gain warm reception from our customers. Application:Chemical intermediate

(1R,4R,6R,10S)-4,12,12-Trimethyl-9-methylene-5-oxatricyclo[8.2.0.04,6]dodecane

Cas:1139-30-6

Min.Order:0

Negotiable

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DB BIOTECH CO., LTD

best seller Application:API

CARYOPHYLLENE OXIDE

Cas:1139-30-6

Min.Order:0

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Hangzhou Fandachem Co.,Ltd

b-Caryophyllene oxide cas 1139-30-6Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

b-Caryophyllene oxide cas 1139-30-6

Cas:1139-30-6

Min.Order:0

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Type:Other

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Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

CARYOPHYLLENE OXIDE

Cas:1139-30-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Yuanye Bio-Technology Co., Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:1g Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by express or by sea Port:Any port

(-)-Caryophyllene Oxide

Cas:1139-30-6

Min.Order:0

Negotiable

Type:Trading Company

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Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

1139-30-6

Cas:1139-30-6

Min.Order:0

Negotiable

Type:Trading Company

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Hebei Muhuang Technology Co., Ltd

best seller Application:API

CARYOPHYLLENE OXIDE

Cas:1139-30-6

Min.Order:0

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Synthetic route

Methyltriphenylphosphonium bromide
1779-49-3

Methyltriphenylphosphonium bromide

(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one
10306-22-6, 10306-31-7, 24173-71-5, 34175-71-8

(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
Stage #1: Methyltriphenylphosphonium bromide With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 0.166667h;
Stage #2: (1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one In tetrahydrofuran at -78 - 20℃; for 24h;
74%
β-caryophyllene
87-44-5

β-caryophyllene

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
With 4-methyloxetan-2-one; CpLIP2 Y179F (ipase/acyltransferase) from Candida parapsilosis; dihydrogen peroxide In aq. phosphate buffer; water at 20℃; for 24h; pH=6.5; Reagent/catalyst; Enzymatic reaction;67%
With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane at 20℃; for 2h;66%
With peracetic acid; sodium acetate In dichloromethane
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 0.5h;75 % Chromat.
Perbenzoic acid
93-59-4

Perbenzoic acid

β-caryophyllene
87-44-5

β-caryophyllene

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
With chloroform
monoperoxyphthalic acid
2311-91-3

monoperoxyphthalic acid

β-caryophyllene
87-44-5

β-caryophyllene

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
With diethyl ether
β-caryophyllene
87-44-5

β-caryophyllene

A

(1R,4R,5R,9S,11R)-4,5-epoxy-12-nor-8(14)-caryophyllene-11-ol
118122-82-0

(1R,4R,5R,9S,11R)-4,5-epoxy-12-nor-8(14)-caryophyllene-11-ol

B

(1R,4R,5R,9S,11R)-4,5-epoxy-caryophyll-8(14)-en-12-oic acid
108525-13-9

(1R,4R,5R,9S,11R)-4,5-epoxy-caryophyll-8(14)-en-12-oic acid

C

15-hydroxycaryophyllene oxide
73510-14-2

15-hydroxycaryophyllene oxide

D

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
for 72h; Diplodia gossypina ATCC 10936; Further byproducts given;A 220 mg
B 900 mg
C 300 mg
D 65 mg
β-caryophyllene
87-44-5

β-caryophyllene

A

caryophyllene oxide
1139-30-6

caryophyllene oxide

B

(5S,6S)-5,6-epoxy-5,6-dihydrocaryophyllene
103475-43-0

(5S,6S)-5,6-epoxy-5,6-dihydrocaryophyllene

Conditions
ConditionsYield
With peracetic acid; sodium acetate In dichloromethane at 0℃; Yield given. Yields of byproduct given;
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 2h; Title compound not separated from byproducts;A 81 % Spectr.
B 19 % Spectr.
With peracetic acid; sodium acetate In dichloromethane at 0℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
β-caryophyllene
87-44-5

β-caryophyllene

A

caryophyllene oxide
1139-30-6

caryophyllene oxide

B

(2R,5R,6R)-2,12:5,6-diepoxycaryophyllane
60444-80-6

(2R,5R,6R)-2,12:5,6-diepoxycaryophyllane

C

(1R,4R,6R,9S,10S)-4,12,12-trimethylspiro(5-oxatricyclo[8.2.0.04,6]dodecane-9,2'-oxirane)
60479-10-9

(1R,4R,6R,9S,10S)-4,12,12-trimethylspiro(5-oxatricyclo[8.2.0.04,6]dodecane-9,2'-oxirane)

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃; for 0.5h; Product distribution; effect of stoichiometry, temperature, reaction time;A 52 % Chromat.
B 21 % Chromat.
C 21 % Chromat.
5,6-epoxy-2-hydroxymethyl-6,10,10-trimethyl-bicyclo[7.2.0]undecan-2-ol
10577-25-0, 60479-11-0, 60479-16-5, 60479-18-7, 123808-25-3

5,6-epoxy-2-hydroxymethyl-6,10,10-trimethyl-bicyclo[7.2.0]undecan-2-ol

caryophyllene oxide
1139-30-6

caryophyllene oxide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium periodate / water; methanol / 4.33 h / 20 °C / Inert atmosphere
2.1: n-butyllithium / tetrahydrofuran / 0.17 h / -78 - 0 °C
2.2: 24 h / -78 - 20 °C
View Scheme
caryophyllene oxide
1139-30-6

caryophyllene oxide

1,5,5,8-tetramethyl-[1R-(1R*,3E,7E,11R*)]-12-oxabicyclo[9.1.0]dodeca-3,7-diene
19888-34-7, 67737-67-1, 90820-79-4, 108101-44-6

1,5,5,8-tetramethyl-[1R-(1R*,3E,7E,11R*)]-12-oxabicyclo[9.1.0]dodeca-3,7-diene

Conditions
ConditionsYield
With phenylsilane In benzene for 2h;100%
With (+/-)-trans-Co(III)-salen-Cl; phenylsilane In benzene for 2h;100%
With C32H46ClCoN2O2; phenylsilane In benzene at 22℃; for 5h; Inert atmosphere;95%
caryophyllene oxide
1139-30-6

caryophyllene oxide

(-)-humulene epoxide II

(-)-humulene epoxide II

Conditions
ConditionsYield
With (+/-)-trans-Co(III)-salen-Cl; phenylsilane In benzene for 2h;100%
caryophyllene oxide
1139-30-6

caryophyllene oxide

(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one
10306-22-6, 10306-31-7, 24173-71-5, 34175-71-8

(1R,4R,6R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodcan-9-one

Conditions
ConditionsYield
Stage #1: caryophyllene oxide With ozone In dichloromethane at -78℃;
Stage #2: With acetic acid; zinc In dichloromethane; water at 20℃; for 18h; Inert atmosphere;
98%
With ruthenium trichloride; sodium periodate In water; ethyl acetate; acetonitrile for 6h;61%
With ruthenium trichloride; sodium periodate; water In ethyl acetate; acetonitrile for 6h;61%
6-(trimethylsilyl)hex-5-yn-1-yl 2-cyano-2-diazoacetate
1361382-43-5

6-(trimethylsilyl)hex-5-yn-1-yl 2-cyano-2-diazoacetate

caryophyllene oxide
1139-30-6

caryophyllene oxide

C27H41NO3Si

C27H41NO3Si

Conditions
ConditionsYield
With Rh2(esp)2 In dichloromethane at 22℃; for 4h; Inert atmosphere; diastereoselective reaction;94%
caryophyllene oxide
1139-30-6

caryophyllene oxide

1R,5S,9S-11,11-dimethyl-4,8-bismethylenebicyclo<7.2.0>undecan-5-ol
19431-79-9

1R,5S,9S-11,11-dimethyl-4,8-bismethylenebicyclo<7.2.0>undecan-5-ol

Conditions
ConditionsYield
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane Heating;90%
With n-butyllithium In diethyl ether
With ethenetetracarbonitrile; lithium bromide In acetone
With ethenetetracarbonitrile; lithium bromide In acetone
caryophyllene oxide
1139-30-6

caryophyllene oxide

((1R,4R,6R,9S,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methanol

((1R,4R,6R,9S,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-yl)methanol

Conditions
ConditionsYield
Stage #1: caryophyllene oxide With 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran for 8h; Inert atmosphere; Cooling with ice;
Stage #2: With dihydrogen peroxide; sodium hydroxide In tetrahydrofuran at 20℃; for 2h;
90%
caryophyllene oxide
1139-30-6

caryophyllene oxide

thioacetic acid
507-09-5

thioacetic acid

({(1R,4R,6R,9R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodec-9-yl}methyl)ethanethioate

({(1R,4R,6R,9R,10S)-4,12,12-trimethyl-5-oxatricyclo[8.2.0.04,6]dodec-9-yl}methyl)ethanethioate

Conditions
ConditionsYield
With silica gel regioselective reaction;89%
caryophyllene oxide
1139-30-6

caryophyllene oxide

5,6-epoxy-2-hydroxymethyl-6,10,10-trimethyl-bicyclo[7.2.0]undecan-2-ol
10577-25-0, 60479-11-0, 60479-16-5, 60479-18-7, 123808-25-3

5,6-epoxy-2-hydroxymethyl-6,10,10-trimethyl-bicyclo[7.2.0]undecan-2-ol

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; tert-butyl alcohol at 20℃; for 70h;82%
2-bromo-1,3-thiazole
3034-53-5

2-bromo-1,3-thiazole

caryophyllene oxide
1139-30-6

caryophyllene oxide

2-(((1S,11S,Z)-7,7,11-trimethyl-12-oxabicyclo[9.1.0]dodec-4-en-4-yl)methyl)thiazole

2-(((1S,11S,Z)-7,7,11-trimethyl-12-oxabicyclo[9.1.0]dodec-4-en-4-yl)methyl)thiazole

Conditions
ConditionsYield
With formic acid; tributyl-amine; tris[2-phenylpyridinato-C2,N]iridium(III) In acetonitrile at 45℃; for 19h; Inert atmosphere; Irradiation; Sealed tube; diastereoselective reaction;71%
caryophyllene oxide
1139-30-6

caryophyllene oxide

A

(1R,2S,5R,8S,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol
122621-21-0

(1R,2S,5R,8S,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol

B

(1S,2S,5R,8R,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol
122571-86-2

(1S,2S,5R,8R,9R)-1,4,4,8-tetramethyltricyclo[6.3.0.02,5]undecan-9-ol

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; manganese; chloro-trimethyl-silane; bis(cyclopentadienyl)titanium dichloride In tetrahydrofuran at 20℃; for 0.666667h;A 65%
B 30%
caryophyllene oxide
1139-30-6

caryophyllene oxide

2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

A

clovanediol
2649-64-1

clovanediol

B

(1S,2S,5S,8R,9R)-2-tert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

(1S,2S,5S,8R,9R)-2-tert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

C

4,10,10-trimethyl-7-methylene-1β,8α-bicyclo[6.2.0]decene-4-carboxaldehyde
475285-25-7

4,10,10-trimethyl-7-methylene-1β,8α-bicyclo[6.2.0]decene-4-carboxaldehyde

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane Reflux;A 6%
B 63%
C 7%
Iodoethanol
624-76-0

Iodoethanol

caryophyllene oxide
1139-30-6

caryophyllene oxide

2β-(2-iodoethoxy)clovan-9α-ol
1112901-60-6

2β-(2-iodoethoxy)clovan-9α-ol

Conditions
ConditionsYield
With ethenetetracarbonitrile at 25℃;62%
caryophyllene oxide
1139-30-6

caryophyllene oxide

4,9,12,12-tetramethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-ol
103189-78-2

4,9,12,12-tetramethyl-5-oxatricyclo[8.2.0.04,6]dodecan-9-ol

Conditions
ConditionsYield
With iron(III)-acetylacetonate; methyl 4-nitrobenzenesulfonate; phenylsilane; sodium hydrogencarbonate In methanol at 0 - 20℃; for 12h; Schlenk technique; Inert atmosphere; diastereoselective reaction;62%
caryophyllene oxide
1139-30-6

caryophyllene oxide

(1R,5S,8R,9R)-4,4,8-trimethylbicyclo<6.3.1.01,5>dodeca-2-en-9-ol
92760-17-3

(1R,5S,8R,9R)-4,4,8-trimethylbicyclo<6.3.1.01,5>dodeca-2-en-9-ol

Conditions
ConditionsYield
With bithmuth(III) triflate hydrate In dichloromethane for 0.166667h; Wagner-Meerwein rearrangement; Reflux;60%
With methanol; fluorosulfonylchloride; fluorosulphonic acid 1.) -100 deg C, 2.) diethyl ether; Yield given. Multistep reaction;
caryophyllene oxide
1139-30-6

caryophyllene oxide

phenylmethanethiol
100-53-8

phenylmethanethiol

A

(1S,2S,6S,9R)-2-(benzylsulfanyl)-6,2,10,10-tetramethylbicyclo[7.2.0]undecan-5-one

(1S,2S,6S,9R)-2-(benzylsulfanyl)-6,2,10,10-tetramethylbicyclo[7.2.0]undecan-5-one

B

(1S,2S,5S,8R)-2-(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodec-9-ene

(1S,2S,5S,8R)-2-(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodec-9-ene

C

(1S,2S,5S,8R,9R)-2,9-bis(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane

(1S,2S,5S,8R,9R)-2,9-bis(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform for 5h; Reflux;A 21%
B 25%
C 51%
caryophyllene oxide
1139-30-6

caryophyllene oxide

2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

A

caryophylla-2(12),6(13)-dien-5β-ol
19431-76-6

caryophylla-2(12),6(13)-dien-5β-ol

B

clovanediol
2649-64-1

clovanediol

C

(1S,2S,5S,8R)-2-tert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodec-9-ene

(1S,2S,5S,8R)-2-tert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodec-9-ene

D

(1S,2S,5S,8R,9R)-2,9-bistert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane

(1S,2S,5S,8R,9R)-2,9-bistert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane Reflux;A 10%
B 7%
C 35%
D 48%
caryophyllene oxide
1139-30-6

caryophyllene oxide

aniline
62-53-3

aniline

acetonitrile
75-05-8

acetonitrile

A

2β-phenylaminoclovan-9α-ol

2β-phenylaminoclovan-9α-ol

B

N-(9α-hydroxyclovan-2β-yl)-N'-phenyl acetamidine

N-(9α-hydroxyclovan-2β-yl)-N'-phenyl acetamidine

Conditions
ConditionsYield
With tin(II) trifluoromethanesulfonate at 80℃; for 24h;A 5%
B 47%
caryophyllene oxide
1139-30-6

caryophyllene oxide

A

caryophylla-2(12),6(13)-dien-5β-ol
19431-76-6

caryophylla-2(12),6(13)-dien-5β-ol

B

1R,5S,9S-11,11-dimethyl-4,8-bismethylenebicyclo<7.2.0>undecan-5-ol
19431-79-9

1R,5S,9S-11,11-dimethyl-4,8-bismethylenebicyclo<7.2.0>undecan-5-ol

C

isocaryolan-9-one

isocaryolan-9-one

Conditions
ConditionsYield
With ethenetetracarbonitrile In dimethyl sulfoxide for 96h; Ambient temperature;A 46%
B 19%
C 2%
caryophyllene oxide
1139-30-6

caryophyllene oxide

phenylmethanethiol
100-53-8

phenylmethanethiol

A

(1S,2S,5S,8R,9R)-2-(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

(1S,2S,5S,8R,9R)-2-(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

B

(1S,2S,6S,9R)-2-(benzylsulfanyl)-6,2,10,10-tetramethylbicyclo[7.2.0]undecan-5-one

(1S,2S,6S,9R)-2-(benzylsulfanyl)-6,2,10,10-tetramethylbicyclo[7.2.0]undecan-5-one

C

(1S,2S,5R,9S)-7-(benzylsulfanyl)-1,4,4,8-tetramethyl-12-oxatricyclo[7.2.1.02,5]dodecane

(1S,2S,5R,9S)-7-(benzylsulfanyl)-1,4,4,8-tetramethyl-12-oxatricyclo[7.2.1.02,5]dodecane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In chloroform at 20℃; for 2h;A 46%
B 13%
C 26%
caryophyllene oxide
1139-30-6

caryophyllene oxide

(+)-(6R,7R)-6,7-epoxy-6,7-dihydro-β-farnesene

(+)-(6R,7R)-6,7-epoxy-6,7-dihydro-β-farnesene

Conditions
ConditionsYield
at 550℃; under 0.5 Torr;45%
at 550℃; under 0.1 - 2 Torr; for 0.000277778h; Product distribution; Thermodynamic data; flash vacuum thermolysis; further stereoisomers; variation of temperature; activation energy;43%
caryophyllene oxide
1139-30-6

caryophyllene oxide

phenylmethanethiol
100-53-8

phenylmethanethiol

A

4α,11,11-trimethyl-8-methylene-1β,9α-bicyclo[7.2.0]undecan-5-one
68263-68-3

4α,11,11-trimethyl-8-methylene-1β,9α-bicyclo[7.2.0]undecan-5-one

B

clovanediol
2649-64-1

clovanediol

C

C15H24O

C15H24O

D

(1S,2S,5S,8R,9R)-2-(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

(1S,2S,5S,8R,9R)-2-(benzylsulfanyl)-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

Conditions
ConditionsYield
With zinc(II) chloride In chloroform for 5h; Reflux;A 12%
B 26%
C 10%
D 45%
caryophyllene oxide
1139-30-6

caryophyllene oxide

2-methylpropan-2-thiol
75-66-1

2-methylpropan-2-thiol

A

4α,11,11-trimethyl-8-methylene-1β,9α-bicyclo[7.2.0]undecan-5-one
68263-68-3

4α,11,11-trimethyl-8-methylene-1β,9α-bicyclo[7.2.0]undecan-5-one

B

clovanediol
2649-64-1

clovanediol

C

(1S,2S,5S,8R,9R)-2-tert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

(1S,2S,5S,8R,9R)-2-tert-butylsulfanyl-4,4,8-trimethyltricyclo[6.3.1.01,5]dodecan-9-ol

D

4,10,10-trimethyl-7-methylene-1β,8α-bicyclo[6.2.0]decene-4-carboxaldehyde
475285-25-7

4,10,10-trimethyl-7-methylene-1β,8α-bicyclo[6.2.0]decene-4-carboxaldehyde

Conditions
ConditionsYield
With zinc(II) chloride In dichloromethane at 20℃; Catalytic behavior;A 8%
B 21%
C 44%
D 7%
caryophyllene oxide
1139-30-6

caryophyllene oxide

2-bromoethanol
540-51-2

2-bromoethanol

2β-(2-bromoethoxy)clovan-9α-ol
357186-68-6

2β-(2-bromoethoxy)clovan-9α-ol

Conditions
ConditionsYield
With ethenetetracarbonitrile at 25℃;43%
methanol
67-56-1

methanol

caryophyllene oxide
1139-30-6

caryophyllene oxide

A

caryophylla-2(12),6(13)-dien-5β-ol
19431-76-6

caryophylla-2(12),6(13)-dien-5β-ol

B

9α-hydroxy-2β-methoxyclovane
127156-29-0

9α-hydroxy-2β-methoxyclovane

C

isocaryolan-9-one

isocaryolan-9-one

D

(1S,5R,6R,9R)-6-Methoxy-10,10-dimethyl-2-methylene-bicyclo[7.2.0]undecan-5-ol

(1S,5R,6R,9R)-6-Methoxy-10,10-dimethyl-2-methylene-bicyclo[7.2.0]undecan-5-ol

Conditions
ConditionsYield
With ethenetetracarbonitrile for 24h; Ambient temperature; Further byproducts given;A 20%
B 42%
C 11%
D 6%
methanol
67-56-1

methanol

caryophyllene oxide
1139-30-6

caryophyllene oxide

A

caryophylla-2(12),6(13)-dien-5β-ol
19431-76-6

caryophylla-2(12),6(13)-dien-5β-ol

B

9α-hydroxy-2β-methoxyclovane
127156-29-0

9α-hydroxy-2β-methoxyclovane

C

(Z)-(1R,5R,8R,9S)-8-Methoxy-4,8,11,11-tetramethyl-bicyclo[7.2.0]undec-3-en-5-ol

(Z)-(1R,5R,8R,9S)-8-Methoxy-4,8,11,11-tetramethyl-bicyclo[7.2.0]undec-3-en-5-ol

D

(1S,5R,6R,9R)-6-Methoxy-10,10-dimethyl-2-methylene-bicyclo[7.2.0]undecan-5-ol

(1S,5R,6R,9R)-6-Methoxy-10,10-dimethyl-2-methylene-bicyclo[7.2.0]undecan-5-ol

Conditions
ConditionsYield
With ethenetetracarbonitrile for 24h; Ambient temperature; Further byproducts given;A 20%
B 42%
C 3%
D 6%
caryophyllene oxide
1139-30-6

caryophyllene oxide

A

caryophylla-2(12),6(13)-dien-5β-ol
19431-76-6

caryophylla-2(12),6(13)-dien-5β-ol

B

9α-hydroxy-2β-methoxyclovane
127156-29-0

9α-hydroxy-2β-methoxyclovane

C

isocaryolan-9-one

isocaryolan-9-one

D

(1S,5R,6R,9R)-6-Methoxy-10,10-dimethyl-2-methylene-bicyclo[7.2.0]undecan-5-ol

(1S,5R,6R,9R)-6-Methoxy-10,10-dimethyl-2-methylene-bicyclo[7.2.0]undecan-5-ol

Conditions
ConditionsYield
With ethenetetracarbonitrile In methanol for 24h; Ambient temperature; Further byproducts given;A 20%
B 42%
C 11%
D 6%
caryophyllene oxide
1139-30-6

caryophyllene oxide

4-methoxy-aniline
104-94-9

4-methoxy-aniline

acetonitrile
75-05-8

acetonitrile

A

2β-(p-methoxyphenylamino)clovan-9α-ol

2β-(p-methoxyphenylamino)clovan-9α-ol

B

N-((3S,3aS,6R,7R,9aS)-6-Hydroxy-1,1,7-trimethyl-decahydro-3a,7-methano-cyclopentacycloocten-3-yl)-N'-(4-methoxy-phenyl)-acetamidine

N-((3S,3aS,6R,7R,9aS)-6-Hydroxy-1,1,7-trimethyl-decahydro-3a,7-methano-cyclopentacycloocten-3-yl)-N'-(4-methoxy-phenyl)-acetamidine

Conditions
ConditionsYield
With tin(II) trifluoromethanesulfonate at 80℃; for 24h;A 2%
B 42%
caryophyllene oxide
1139-30-6

caryophyllene oxide

acetonitrile
75-05-8

acetonitrile

4-bromo-aniline
106-40-1

4-bromo-aniline

N-(4-Bromo-phenyl)-N'-((3S,3aS,6R,7R,9aS)-6-hydroxy-1,1,7-trimethyl-decahydro-3a,7-methano-cyclopentacycloocten-3-yl)-acetamidine

N-(4-Bromo-phenyl)-N'-((3S,3aS,6R,7R,9aS)-6-hydroxy-1,1,7-trimethyl-decahydro-3a,7-methano-cyclopentacycloocten-3-yl)-acetamidine

Conditions
ConditionsYield
With tin(II) trifluoromethanesulfonate at 80℃; for 24h;39%

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