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Dayang Chem (Hangzhou) Co.,Ltd.

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

(+)-Longifolene

Cas:475-20-7

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

High quality Longifolene-Super supplier in China

Cas:475-20-7

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

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

Factory price Cosmetic LONGIFOLENE 475-20-7 Manufacturer

Cas:475-20-7

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Shanghai Seasonsgreen Chemical Co.,Ltd

Shanghai Seasonsgreen Chemical is a high-tech research and development, production, sale and custom synthesis set in one high-tech chemical products enterprises. Our sales and marketing division is located in Shanghai, serving international pharmaceu

lower price High quality (+)-LONGIFOLENE

Cas:475-20-7

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

inquiry

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

Longifolene

Cas:475-20-7

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our advantages: 1. All inquiries will be replied within 12 hours. 2. Dedication to quality, supply & service. 3. Strictly on selecting raw materials. 4. Reasonable & competitive price, fast lead time. 5. Sample is available for your eva

(+)-LONGIFOLENE

Cas:475-20-7

Min.Order:1 Kilogram

FOB Price: $9.0 / 99.0

Type:Trading Company

inquiry

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

Pharmaceutical Grade CAS 475-20-7 with competitive price

Cas:475-20-7

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

Hebei yanxi chemical co.,LTD.

hebei yanxi chemical co., LTD who registered capital of 10 million yuan, nearly to $2 million, we have a pharmaceutical raw materials factory production of pharmaceutical raw materials, and a reagent r&d center, and we do research and developmen

(+)-longifolene CAS NO.475-20-7

Cas:475-20-7

Min.Order:1 Kilogram

FOB Price: $2.0 / 6.0

Type:Trading Company

inquiry

Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you 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 Specializ

(+)-Longifolene

Cas:475-20-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

(+)-LONGIFOLENE

Cas:475-20-7

Min.Order:1 Kilogram

FOB Price: $115.0 / 120.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

(+)-LONGIFOLENE CAS:475-20-7 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 intermediat

(+)-LONGIFOLENE CAS:475-20-7

Cas:475-20-7

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

(+)-Longifolene

Cas:475-20-7

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

(+)-Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

Longifolene-Super

Cas:475-20-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

(+)-LONGIFOLENE

Cas:475-20-7

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

(+)-Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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

High quality Longifolene-Super

Cas:475-20-7

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Long leafene Boiling point 254 °C 706 mm Hg(lit.) Specific optical rotation D18 +42.73° Density 0.928 g/mL at 25 °C (lit.) Refractive index n20/D 1.504(lit.) Flash point 98 °C Storage conditions 2-8 ° C Merck 13,55

(+)-LONGIFOLENE 475-20-7

Cas:475-20-7

Min.Order:100 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Jenny Chemical Technology Co., Ltd.

GMP standard, high purity, competitive price, in stock 1. Quick Response: within 6 hours after receiving your email. 2. Quality Guarantee: All products are strictly tested by our QC, confirmed by QA, and approved by a third-party lab in China, USA,

(+)-LONGIFOLENE

Cas:475-20-7

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

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

Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

Hangzhou Fandachem Co.,Ltd, a China-based chemical company, specialize in exporting (+)-LONGIFOLENE, cas:475-20-7 Please contact us by email freely. We are leading exporter in China. If you really need this cargo, please do not hesi

(+)-LONGIFOLENE, cas:475-20-7 from Fandachem

Cas:475-20-7

Min.Order:1 Kilogram

Negotiable

Type:Other

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

Appearance:95%+ Package:R&D,Pilot run Transportation:per client require Port:Express ,Air, Sea

Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Win-Win chemical Co.Ltd

Stock products, own laboratory Package:Grams, Kilograms Application:For R&D Transportation:According to customer request Port:Shanghai

(+)-Longifolene cas no. 475-20-7 98%

Cas:475-20-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Kono Chem Co.,Ltd

high purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou

(+)-longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Other

inquiry

Lonwin Chemical Group Limited

Shanghai Lonwin Chemical company is a subsidiary of Lonwin Industry Group Limited, was established in 2011 and is headquartered in Shanghai, adjacent to China National Convention and Exhibition Center and Hongqiao transportation hub.Lonwinchem is

Hot Sale Longifolene-Super 475-20-7

Cas:475-20-7

Min.Order:100 Kilogram

FOB Price: $100.0 / 150.0

Type:Other

inquiry

GIHI CHEMICALS CO.,LIMITED

high purity,in stock Package:25kg/drum,or as per customers'demand Application:API,or Intermediates,fine chemicals Transportation:air,sea,courier

Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

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 (+)-Longifolene 100mg

Cas:475-20-7

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

inquiry

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

(+)-Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Aecochem Corp.

Our clients, like BASF,CHEMO,Brenntag,ASR,Evonik,Merck and etc.Appearance:COA Storage:in stock Application:MSDS/TDS

(+)-Longifolene

Cas:475-20-7

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Synthetic route

sodium cyanide
143-33-9

sodium cyanide

[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]methyl 4-methylbenzenesulfonate
4678-06-2, 4678-07-3

[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]methyl 4-methylbenzenesulfonate

A

[(1R,2S,7R,8S,9R)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]acetonitrile
943033-63-4

[(1R,2S,7R,8S,9R)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]acetonitrile

B

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
sodium iodide In dimethyl sulfoxide at 90℃; for 24h;A 69%
B 21%
Conditions
ConditionsYield
With dmap; methanesulfonyl chloride In pyridine at 105℃; for 16h;66%
(-)-(1R)(2R)(7S)(8R)(9S)-3,3,7-Trimethyl-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane
18367-70-9

(-)-(1R)(2R)(7S)(8R)(9S)-3,3,7-Trimethyl-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
In benzene at 525℃;56%
10-keto-longifolene
99481-28-4

10-keto-longifolene

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate In diethylene glycol for 4h; Heating;55%
Trimethyl-((1S,3aR,4S,8aS,9S)-4,8,8-trimethyl-decahydro-1,4-methano-azulen-9-ylmethyl)-ammonium; iodide
82053-87-0

Trimethyl-((1S,3aR,4S,8aS,9S)-4,8,8-trimethyl-decahydro-1,4-methano-azulen-9-ylmethyl)-ammonium; iodide

A

longifolene
475-20-7

longifolene

B

N,N-Dimethylisolongifolamine
82053-85-8

N,N-Dimethylisolongifolamine

Conditions
ConditionsYield
With silver(l) oxide 1.) aq. MeOH, 30 deg C, 3 h; 2.) pyrolyse (oil-bath(250 deg C), 40 mm); Yield given. Multistep reaction;A n/a
B 54%
With silver(l) oxide 1.) aq. MeOH, 30 deg C, 3 h; 2.) pyrolyse (oil-bath(250 deg C), 40 mm); Yield given. Multistep reaction;A 10%
B n/a
[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]methyl 4-methylbenzenesulfonate
4678-06-2, 4678-07-3

[(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undec-8-yl]methyl 4-methylbenzenesulfonate

A

longifolene
475-20-7

longifolene

B

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

Conditions
ConditionsYield
With aluminum oxide In Petroleum ether for 12h;A 2 g
B 9%
(+)-α-Longipinene
5989-08-2

(+)-α-Longipinene

A

β-himachalene
1461-03-6

β-himachalene

B

α-himachalene
3853-83-6

α-himachalene

C

longifolene
475-20-7

longifolene

D

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 18 - 29℃; for 7h;A 10 % Chromat.
B 46 % Chromat.
C 32 % Chromat.
D 2 % Chromat.
With boron trifluoride diethyl etherate In diethyl ether at 28 - 29℃; for 7h; Product distribution; other acid, other solvent, other temperature, other time;A 10 % Chromat.
B 46 % Chromat.
C 32 % Chromat.
D 2 % Chromat.
(+)-α-Longipinene
5989-08-2

(+)-α-Longipinene

A

β-himachalene
1461-03-6

β-himachalene

B

longifolene
475-20-7

longifolene

C

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

Conditions
ConditionsYield
With sulfuric acid In acetic acid at 50 - 51℃; for 1h;A 52 % Chromat.
B 4 % Chromat.
C 32 % Chromat.
(1S,3aR,4S,8aR)-4,8,8,9-Tetramethyl-decahydro-1,4-methano-azulen-9-ol

(1S,3aR,4S,8aR)-4,8,8,9-Tetramethyl-decahydro-1,4-methano-azulen-9-ol

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
With thionyl chloride In pyridine at 0℃; for 0.166667h; Yield given;
3α-Brom-7βH-longifolan

3α-Brom-7βH-longifolan

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
With ethanol at 40 - 60℃; Kinetics;
(-)-Isolongifolol
1139-17-9

(-)-Isolongifolol

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81.5 percent / Et3N / DMAP / CH2Cl2 / 0 - 23 °C
2: 21 percent / NaI / dimethylsulfoxide / 24 h / 90 °C
View Scheme
Multi-step reaction with 2 steps
1: 4.8 g / pyridine / 1.) 5 deg C, 1 h, 2.) 25 deg C, 12 h
2: 2 g / alumina / petroleum ether / 12 h
View Scheme
(-)-longicamphenylone
116403-51-1

(-)-longicamphenylone

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether; tetrahydrofuran / 3 h / 50 °C
2: SOCl2 / pyridine / 0.17 h / 0 °C
View Scheme
(-)-(1R,2R,7S,9S)-3,3-dimethyltricyclo<5.4.0.02,9>undecan-8-one

(-)-(1R,2R,7S,9S)-3,3-dimethyltricyclo<5.4.0.02,9>undecan-8-one

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) lithium cyclohexylisopropylamide / 1.) hexane-THF, -78 deg C, +60 deg C, 1.5 h; 2.) THF, reflux, 16 h
2: diethyl ether; tetrahydrofuran / 3 h / 50 °C
3: SOCl2 / pyridine / 0.17 h / 0 °C
View Scheme
(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(hydroxymethyl)tricyclo<5.4.01,7.02,9>undecane

(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(hydroxymethyl)tricyclo<5.4.01,7.02,9>undecane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 74 percent / pyridine / diethyl ether / 6 h / 0 °C
2: 0.240 g / pyridine / CH2Cl2 / 21 °C
3: Bu3SnH, AIBN / toluene / 4 h / Heating
4: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
5: pyridine / CH2Cl2 / 3 h / 21 °C
6: Bu3SnH, AIBN / toluene / 5 h / 110 °C
7: 56 percent / benzene / 525 °C
View Scheme
(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(hydroxymethyl)tricyclo<5.4.01,7.02,9>-10-undecene

(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(hydroxymethyl)tricyclo<5.4.01,7.02,9>-10-undecene

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: pyridine / diethyl ether / 14 h / 0 °C
2: 67 percent / pyridine / CH2Cl2 / 3 h / 21 °C
3: 89 percent / Bu3SnH, AIBN / toluene / 3 h / Heating
4: 97 percent / H2 / 5percent Pd/C / ethyl acetate / 2 h / 1034.3 Torr
5: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
6: pyridine / CH2Cl2 / 3 h / 21 °C
7: Bu3SnH, AIBN / toluene / 5 h / 110 °C
8: 56 percent / benzene / 525 °C
View Scheme
(1R)(2R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-hydroxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

(1R)(2R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-hydroxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: pyridine / CH2Cl2 / 3 h / 21 °C
2: Bu3SnH, AIBN / toluene / 5 h / 110 °C
3: 56 percent / benzene / 525 °C
View Scheme
(1R)(2R)(4R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

(1R)(2R)(4R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
2: pyridine / CH2Cl2 / 3 h / 21 °C
3: Bu3SnH, AIBN / toluene / 5 h / 110 °C
4: 56 percent / benzene / 525 °C
View Scheme
(1S)(2R)(5R)(6R)(8R)(9S)(12R)-1,7,7-Trimethyl-6-methoxy-4-oxatetracyclo<7.3.1.02,9>-10-tridecen-3-one

(1S)(2R)(5R)(6R)(8R)(9S)(12R)-1,7,7-Trimethyl-6-methoxy-4-oxatetracyclo<7.3.1.02,9>-10-tridecen-3-one

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 92 percent / H2 / 5percent Pd/C / ethyl acetate / 4 h / 1551.4 Torr / Ambient temperature
2: 74 percent / pyridine / diethyl ether / 6 h / 0 °C
3: 0.240 g / pyridine / CH2Cl2 / 21 °C
4: Bu3SnH, AIBN / toluene / 4 h / Heating
5: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
6: pyridine / CH2Cl2 / 3 h / 21 °C
7: Bu3SnH, AIBN / toluene / 5 h / 110 °C
8: 56 percent / benzene / 525 °C
View Scheme
Multi-step reaction with 9 steps
1: LiAlH4 / diethyl ether / 0 deg C to r.t.
2: pyridine / diethyl ether / 14 h / 0 °C
3: 67 percent / pyridine / CH2Cl2 / 3 h / 21 °C
4: 89 percent / Bu3SnH, AIBN / toluene / 3 h / Heating
5: 97 percent / H2 / 5percent Pd/C / ethyl acetate / 2 h / 1034.3 Torr
6: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
7: pyridine / CH2Cl2 / 3 h / 21 °C
8: Bu3SnH, AIBN / toluene / 5 h / 110 °C
9: 56 percent / benzene / 525 °C
View Scheme
(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>undecane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 0.240 g / pyridine / CH2Cl2 / 21 °C
2: Bu3SnH, AIBN / toluene / 4 h / Heating
3: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
4: pyridine / CH2Cl2 / 3 h / 21 °C
5: Bu3SnH, AIBN / toluene / 5 h / 110 °C
6: 56 percent / benzene / 525 °C
View Scheme
(1R)(2R)(4R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>-10-undecene

(1R)(2R)(4R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>-10-undecene

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 97 percent / H2 / 5percent Pd/C / ethyl acetate / 2 h / 1034.3 Torr
2: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
3: pyridine / CH2Cl2 / 3 h / 21 °C
4: Bu3SnH, AIBN / toluene / 5 h / 110 °C
5: 56 percent / benzene / 525 °C
View Scheme
(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>-10-undecene

(1R)(2R)(4R)(5R)(7S)(8R)(9S)-3,3,7-Trimethyl-4-methoxy-5-hydroxy-8-(acetoxymethyl)tricyclo<5.4.01,7.02,9>-10-undecene

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 67 percent / pyridine / CH2Cl2 / 3 h / 21 °C
2: 89 percent / Bu3SnH, AIBN / toluene / 3 h / Heating
3: 97 percent / H2 / 5percent Pd/C / ethyl acetate / 2 h / 1034.3 Torr
4: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
5: pyridine / CH2Cl2 / 3 h / 21 °C
6: Bu3SnH, AIBN / toluene / 5 h / 110 °C
7: 56 percent / benzene / 525 °C
View Scheme
Acetic acid (1S,3aR,4S,7S,8aS,9R)-4,8,8-trimethyl-7-phenoxythiocarbonyloxy-decahydro-1,4-methano-azulen-9-ylmethyl ester

Acetic acid (1S,3aR,4S,7S,8aS,9R)-4,8,8-trimethyl-7-phenoxythiocarbonyloxy-decahydro-1,4-methano-azulen-9-ylmethyl ester

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Bu3SnH, AIBN / toluene / 5 h / 110 °C
2: 56 percent / benzene / 525 °C
View Scheme
Acetic acid (1S,3aR,4S,6R,7R,8aS,9R)-7-methoxy-4,8,8-trimethyl-6-phenoxythiocarbonyloxy-decahydro-1,4-methano-azulen-9-ylmethyl ester

Acetic acid (1S,3aR,4S,6R,7R,8aS,9R)-7-methoxy-4,8,8-trimethyl-6-phenoxythiocarbonyloxy-decahydro-1,4-methano-azulen-9-ylmethyl ester

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Bu3SnH, AIBN / toluene / 4 h / Heating
2: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
3: pyridine / CH2Cl2 / 3 h / 21 °C
4: Bu3SnH, AIBN / toluene / 5 h / 110 °C
5: 56 percent / benzene / 525 °C
View Scheme
Acetic acid (1S,3aR,4S,6R,7R,8aS,9R)-7-methoxy-4,8,8-trimethyl-6-phenoxythiocarbonyloxy-1,3a,4,5,6,7,8,8a-octahydro-1,4-methano-azulen-9-ylmethyl ester

Acetic acid (1S,3aR,4S,6R,7R,8aS,9R)-7-methoxy-4,8,8-trimethyl-6-phenoxythiocarbonyloxy-1,3a,4,5,6,7,8,8a-octahydro-1,4-methano-azulen-9-ylmethyl ester

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 89 percent / Bu3SnH, AIBN / toluene / 3 h / Heating
2: 97 percent / H2 / 5percent Pd/C / ethyl acetate / 2 h / 1034.3 Torr
3: NaI, Me3SiCl, NEt3 / CH2Cl2 / 1 h / 21 °C
4: pyridine / CH2Cl2 / 3 h / 21 °C
5: Bu3SnH, AIBN / toluene / 5 h / 110 °C
6: 56 percent / benzene / 525 °C
View Scheme
1,4-methanoazulen-9-ol, decahydro-1,5,5,8α-tetramethyl-(1R,3αR,4S,8αS,9S)-
465-24-7

1,4-methanoazulen-9-ol, decahydro-1,5,5,8α-tetramethyl-(1R,3αR,4S,8αS,9S)-

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / PCC, / CH2Cl2 / 3 h / Ambient temperature
2: 92 percent / LiAlH4, / tetrahydrofuran / 3 h / 0 °C
3: 66 percent / MeSO2Cl, DMAP, / pyridine / 16 h / 105 °C
View Scheme
8-oxolongibornane
465-26-9

8-oxolongibornane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 92 percent / LiAlH4, / tetrahydrofuran / 3 h / 0 °C
2: 66 percent / MeSO2Cl, DMAP, / pyridine / 16 h / 105 °C
View Scheme
11-hydroxylongicyclene
51830-69-4, 72496-29-8, 107537-54-2

11-hydroxylongicyclene

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 80 percent / 32percent HBr, acetic acid / 18 h / Ambient temperature
2: silver perchlorate / acetone; H2O / 18 h / Ambient temperature
3: Jones' reagent
4: 55 percent / 85percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating
View Scheme
8,11-dibromolongibornane
91482-03-0, 99529-80-3

8,11-dibromolongibornane

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: silver perchlorate / acetone; H2O / 18 h / Ambient temperature
2: Jones' reagent
3: 55 percent / 85percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating
View Scheme
(1S,3aR,4S,8aS)-4,8,8-Trimethyl-9-methylene-decahydro-1,4-methano-azulen-3-ol
99481-27-3

(1S,3aR,4S,8aS)-4,8,8-Trimethyl-9-methylene-decahydro-1,4-methano-azulen-3-ol

longifolene
475-20-7

longifolene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Jones' reagent
2: 55 percent / 85percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / 4 h / Heating
View Scheme
longifolene
475-20-7

longifolene

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 35℃; for 8h; Rearrangement;91%
With β-Zeolite In benzene74%
With sulfuric acid; acetic acid
With sodium thiosulfate at 100℃; for 0.75h; Reagent/catalyst; Temperature; Sonication;
longifolene
475-20-7

longifolene

(1S,3aR,4S,8aR,9S)-1,2,3,3a,4,5,6,7,8,8a-decahydro-4,8,8-trimethylspiro[1,4-methanoazulene-9,2'-oxirane]

(1S,3aR,4S,8aR,9S)-1,2,3,3a,4,5,6,7,8,8a-decahydro-4,8,8-trimethylspiro[1,4-methanoazulene-9,2'-oxirane]

Conditions
ConditionsYield
With ozone In acetone at -80℃;91%
longifolene
475-20-7

longifolene

A

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

B

(-)-alloisolongifolene
87064-18-4

(-)-alloisolongifolene

Conditions
ConditionsYield
chloroacetic acid for 24h; Heating;A 90%
B 10%
bromoacetic acid for 24h; Heating; or ICH2COOH;A 15%
B 85%
bromoacetic acid for 24h; Heating; also with ICH2COOH or ClCH2COOH;A 25%
B 85%
With aluminum oxide; sodium at 180℃;A 62%
B 28%
longifolene
475-20-7

longifolene

3,3,7-trimethyl tricyclo<5.4.0.0> undecan-8-carboxylic acid

3,3,7-trimethyl tricyclo<5.4.0.0> undecan-8-carboxylic acid

Conditions
ConditionsYield
With cobalt; oxygen; isobutyraldehyde In acetonitrile for 37h;65%
longifolene
475-20-7

longifolene

N-(tert-butyl)-N-((ethoxycarbonothioyl)thio)-3,5-bis(trifluoromethyl)benzamide

N-(tert-butyl)-N-((ethoxycarbonothioyl)thio)-3,5-bis(trifluoromethyl)benzamide

O-ethyl S-[(1S,3aR,4S,6S,8aS)-4,8,8-trimethyl-9-methylenedecahydro-1,4-methanoazulen-6-yl]carbonodithioate

O-ethyl S-[(1S,3aR,4S,6S,8aS)-4,8,8-trimethyl-9-methylenedecahydro-1,4-methanoazulen-6-yl]carbonodithioate

Conditions
ConditionsYield
In neat (no solvent) at 20℃; Irradiation; Inert atmosphere; diastereoselective reaction;54%
longifolene
475-20-7

longifolene

8-epoxy-3,3,7-trimethyltricyclo<5.4.0.0>undecane

8-epoxy-3,3,7-trimethyltricyclo<5.4.0.0>undecane

Conditions
ConditionsYield
With oxygen; isobutyraldehyde; cobalt dichloride In acetonitrile at 25℃;52%
With cobalt dichloride; oxygen; isobutyraldehyde In acetonitrile for 15h;51%
longifolene
475-20-7

longifolene

(1S,3aR,4S,8aS,9S)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid
487-74-1

(1S,3aR,4S,8aS,9S)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid

Conditions
ConditionsYield
With oxygen; isobutyraldehyde; (MeO2CCH(Bn)N=CH(C6H4O)-o)2Co In acetonitrile at 25℃;51%
Multi-step reaction with 2 steps
1: (i) CrO3, (ii) /BRN= 102415/
2: KOH / methanol
View Scheme
Multi-step reaction with 4 steps
1: Heating; Irradiation
2: (i) KOCH2tBu, (ii) aq. KMnO4
3: LiAlH4 / diethyl ether / Heating
4: (i) Al2O3, benzene, (ii) O2, Et2O
View Scheme
longifolene
475-20-7

longifolene

(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undecane-8-carbaldehyde
25491-00-3

(1R,2S,7S,8S,9S)-3,3,7-trimethyltricyclo[5.4.0.02,9]undecane-8-carbaldehyde

Conditions
ConditionsYield
With ozone In dichloromethane at -80 - 20℃; for 840000h;51%
Multi-step reaction with 4 steps
1: Heating; Irradiation
2: (i) KOCH2tBu, (ii) aq. KMnO4
3: LiAlH4 / diethyl ether / Heating
4: Al2O3 / benzene
View Scheme
longifolene
475-20-7

longifolene

acetic anhydride
108-24-7

acetic anhydride

A

Longibornan-9-ol-acetat
61262-69-9

Longibornan-9-ol-acetat

B

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

C

ω-acetyllongifolene
3338-56-5

ω-acetyllongifolene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate for 0.5h; Product distribution; Mechanism; other terpenes and reagents;A 2%
B 50%
C 24%
With boron trifluoride diethyl etherate for 0.5h; ice bath;A 2%
B 50%
C 24%
longifolene
475-20-7

longifolene

(-)-longicamphenylone
116403-51-1

(-)-longicamphenylone

Conditions
ConditionsYield
With potassium permanganate; adogen 464 In dichloromethane; acetic acid for 48h; Ambient temperature;45%
With Perbenzoic acid; chloroform
With chromium(VI) oxide; acetic acid
With chromium(VI) oxide In acetic acid
Multi-step reaction with 2 steps
1: PhCO3H / CHCl3; ethanol
2: PhCO3H / CHCl3; ethanol
View Scheme
longifolene
475-20-7

longifolene

A

(-)-longicamphenylone
116403-51-1

(-)-longicamphenylone

B

3,3,7-trimethyl tricyclo<5.4.0.0> undecan-8-carboxylic acid

3,3,7-trimethyl tricyclo<5.4.0.0> undecan-8-carboxylic acid

Conditions
ConditionsYield
With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; acetic acid for 48h; Ambient temperature;A 42%
B 22%
With potassium permanganate In dichloromethane; acetic acid Ambient temperature;A 10%
B 26%
longifolene
475-20-7

longifolene

A

(1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid
487-73-0

(1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid

B

(1S,3aR,4S,8aS,9S)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid
487-74-1

(1S,3aR,4S,8aS,9S)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid

D

(-)-longicamphenylone
116403-51-1

(-)-longicamphenylone

Conditions
ConditionsYield
With ruthenium(II) chloride; sodium periodate In chloroform; water; acetonitrile for 8h; Ambient temperature; Yield given. Title compound not separated from byproducts;A n/a
B n/a
C 5.5%
D 36%
With ruthenium(II) chloride; sodium periodate In chloroform; water; acetonitrile for 8h; Ambient temperature;A n/a
B n/a
C 5.5%
D 36%
longifolene
475-20-7

longifolene

(+)-Longicyclen
1137-12-8, 41437-68-7

(+)-Longicyclen

Conditions
ConditionsYield
With aluminum oxide; sodium at 110℃;28%
longifolene
475-20-7

longifolene

acetic anhydride
108-24-7

acetic anhydride

A

7-endo-N-acetyl-13-longifolanamide
124024-34-6

7-endo-N-acetyl-13-longifolanamide

B

7-endo-13,13-diacetoxylongifolane
124024-33-5

7-endo-13,13-diacetoxylongifolane

C

13-acetoxy-7-exo-acetamidolongifolane
124024-35-7

13-acetoxy-7-exo-acetamidolongifolane

Conditions
ConditionsYield
With hexaaquairon(II) perchlorate; dihydrogen peroxide In acetonitrile at 30℃; for 0.0833333h;A 3.6%
B 27.1%
C 21.2%
With hexaaquairon(II) perchlorate; dihydrogen peroxide In acetonitrile at 30℃; for 0.0833333h;A 3.6%
B 27.1%
C 21.2%
longifolene
475-20-7

longifolene

A

(1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid
487-73-0

(1S,3aR,4S,8aS,9R)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-carboxylic acid

B

(-)-longicamphenylone
116403-51-1

(-)-longicamphenylone

C

(1S,3aR,4S,8aR,9S)-1,2,3,3a,4,5,6,7,8,8a-decahydro-4,8,8-trimethylspiro[1,4-methanoazulene-9,2'-oxirane]

(1S,3aR,4S,8aR,9S)-1,2,3,3a,4,5,6,7,8,8a-decahydro-4,8,8-trimethylspiro[1,4-methanoazulene-9,2'-oxirane]

D

(E)-[(1S,3aR,4S,8aR)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-ylidene]methanol

(E)-[(1S,3aR,4S,8aR)-decahydro-4,8,8-trimethyl-1,4-methanoazulen-9-ylidene]methanol

Conditions
ConditionsYield
With potassium permanganate; Aliquat 336 In dichloromethane Further byproducts given;A n/a
B 22%
C n/a
D n/a
longifolene
475-20-7

longifolene

acetic anhydride
108-24-7

acetic anhydride

A

Longibornan-9-ol-acetat
61262-69-9

Longibornan-9-ol-acetat

B

(-)-isolongifolene
1135-66-6

(-)-isolongifolene

C

1-(octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta[1,3]cyclopropa[1,2]benzen-4-yl)ethanone
59056-72-3

1-(octahydro-7,7,8,8-tetramethyl-2,3b-methano-3bH-cyclopenta[1,3]cyclopropa[1,2]benzen-4-yl)ethanone

D

ω-acetyllongifolene
3338-56-5

ω-acetyllongifolene

Conditions
ConditionsYield
With tin(IV) chloride for 0.5h; ice bath; Yields of byproduct given;A n/a
B 1.77 g
C 11%
D n/a
tetrachloromethane
56-23-5

tetrachloromethane

diacetyl peroxide
110-22-5

diacetyl peroxide

longifolene
475-20-7

longifolene

(3S,7S)-3-chloro-15-trichloromethyl-longifolane
2615-47-6, 94669-77-9

(3S,7S)-3-chloro-15-trichloromethyl-longifolane

longifolene
475-20-7

longifolene

(7Ξ)-longifolane-7,15-diol

(7Ξ)-longifolane-7,15-diol

Conditions
ConditionsYield
With osmium(VIII) oxide; diethyl ether
longifolene
475-20-7

longifolene

(1R)-2,2,5a-trimethyl-(5at,10at)-decahydro-1r,8-cyclo-heptalen-7-one
1139-53-3, 140223-99-0

(1R)-2,2,5a-trimethyl-(5at,10at)-decahydro-1r,8-cyclo-heptalen-7-one

Conditions
ConditionsYield
With lead(IV) acetate; acetic acid anschl. mit aethanol. NaOH;
longifolene
475-20-7

longifolene

A

(7R)-longifolanoic acid-(15)-methyl ester
13928-57-9, 99032-59-4

(7R)-longifolanoic acid-(15)-methyl ester

B

(7S)-longifolanoic acid-(15)-methyl ester
13928-57-9, 99032-59-4

(7S)-longifolanoic acid-(15)-methyl ester

Conditions
ConditionsYield
(i) CrO3, (ii) /BRN= 102415/; Multistep reaction;
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

longifolene
475-20-7

longifolene

C19H30O2

C19H30O2

Conditions
ConditionsYield
With copper
methanol
67-56-1

methanol

longifolene
475-20-7

longifolene

(7S)-longifolanoic acid-(15)-methyl ester
13928-57-9, 99032-59-4

(7S)-longifolanoic acid-(15)-methyl ester

Conditions
ConditionsYield
(i) CrO3, aq. H2SO4, AcOH, (ii) /BRN= 1098229/, benzene; Multistep reaction;
tetrachloromethane
56-23-5

tetrachloromethane

longifolene
475-20-7

longifolene

(3S,7S)-3-chloro-15-trichloromethyl-longifolane
2615-47-6, 94669-77-9

(3S,7S)-3-chloro-15-trichloromethyl-longifolane

Conditions
ConditionsYield
With diacetyl peroxide
isocyanate de chlorosulfonyle
1189-71-5

isocyanate de chlorosulfonyle

longifolene
475-20-7

longifolene

C16H24ClNO3S

C16H24ClNO3S

Conditions
ConditionsYield
In diethyl ether
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