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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

Aplysin

Cas:6790-63-2

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

inquiry

Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

TIANFU-CHEM_Aplysin 6790-63-2

Cas:6790-63-2

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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

Aplysin

Cas:6790-63-2

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran CAS:6790-63-2 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and t

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran CAS:6790-63-2

Cas:6790-63-2

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

Aplysin

Cas:6790-63-2

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

Aplysin

Cas:6790-63-2

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

Aplysin

Cas:6790-63-2

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Aplysin

Cas:6790-63-2

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology 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 chemicals. W

Aplysin

Cas:6790-63-2

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Aplysin

Cas:6790-63-2

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists，engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Aplysin

Cas:6790-63-2

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

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

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

Aplysin Application:Aplysin

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Other

inquiry

DB BIOTECH CO., LTD

best seller Application:API

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Fandachem Co.,Ltd

Aplysin cas 6790-63-2Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

Aplysin cas 6790-63-2

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Other

inquiry

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

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Wuhan Bright Chemical Co., Ltd.

best seller Application:API

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Other

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers2. Produce products of different specifications and sizes according to your requirements.3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures sta

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hunan Longxianng Runhui Trading Co.,Ltd

AplysinAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount. By air(airport to airport) or by sea L

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Muhuang Technology Co., Ltd

best seller Application:API

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

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

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Chengdu Push Bio-technology Co., Ltd

Chengdu Push Bio-technology Co., Ltd. provides more than 4,000 natural monomeric substances, including approximately 6,000 products at different grades, specifications and purities. We have specialized in the R&D of medicinally active ingredients sta

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Henan Fine Chemicals Co., Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & CommercialHenan Fine Chemicals Co., LTD. is a diversified technology - oriented integrated company, which mainly concentrates on fine chemicals. Our company is committed to becom

(3S)-7-Bromo-2,3,3a,8b-tetrahydro-3,3aβ,6,8bβ-tetramethyl-1H-cyclopenta[b]benzofuran

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Shanghai united Scientific Co.,Ltd.

United Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Jusheng Technology Co., Ltd.,

1,Best Quality: Our products have exported to Germany, Spain, UK, USA, Australia, Middle East, and so on other countries, and we have got very good feedback from our customers.so

Aplysin

Cas:6790-63-2

Min.Order:10 Gram

FOB Price: $1.0 / 2.0

Type:Trading Company

inquiry

changchun tuocai technology co.,ltld

AplysinAppearance:ask Storage:Keep in dry and cool condition Package:foil aluminium bag/vacuum packing Application:intermediates Transportation:by air or by sea

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Taizhou volsen chemical Co., Ltd

We are a trading company aiming at providing high-quality services to customers. Established for many years, with good reputation in the industry Storage:Sealed and preserved Application:Fine chemical intermediates, used as the main raw material for

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Nanjing Raymon Biotech Co., Ltd.

AplysinAppearance:Pls see the Details Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharmaceutical intermediates Transportation:By Sea,by Air,By courier like DHL or Fedx. Port:Shan

Aplysin

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hebei Minshang Biotechnology Co., Ltd

Aplysin Application:intermediates

6790-63-2

Cas:6790-63-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry
View More

Synthetic route

(-)-Debromoaplysin
23444-68-0

(-)-Debromoaplysin

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrachloromethane Heating;87%
With bromine; sodium hydrogencarbonate In chloroform for 0.166667h; Ambient temperature;84%
With bromine In chloroform at 0 - 20℃; for 0.166667h;81%
With bromine; sodium carbonate In hexane for 0.0333333h;
laurinterol
10539-87-4

laurinterol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
With hydrogen bromide In diethyl ether at 20℃; for 0.25h;
(3aS,8bS)-(-)-3a,8b-Dihydro-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran
73307-78-5

(3aS,8bS)-(-)-3a,8b-Dihydro-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 79 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature
2: 84 percent / NaHCO3, Br2 / CHCl3 / 0.17 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: 83 percent / H2 / PtO2 / ethanol
2: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
Multi-step reaction with 2 steps
1: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
2: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
1-(methoxymethoxy)-3-methylbenzene
57234-27-2

1-(methoxymethoxy)-3-methylbenzene

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
2: 90.5 percent / NaH / diethyl ether; dimethylformamide / 0.5 h
3: 37 percent / 1.) n-Butyllithium / diethyl ether / 1.) 15 min, 0 deg C, 2.) 10 min
4: 52 percent / KOH / methanol / 84 h / Heating
5: PCl3 / diethyl ether / 0.17 h
6: 96 percent / diethyl ether
7: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
8: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
9: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 9 steps
2: 90.5 percent / NaH / diethyl ether; dimethylformamide / 0.5 h
3: 37 percent / 1.) n-Butyllithium / diethyl ether / 1.) 15 min, 0 deg C, 2.) 10 min
4: 52 percent / KOH / methanol / 84 h / Heating
5: PBr3 / diethyl ether / 1 h
6: diethyl ether / 1 h
7: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
8: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
9: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
2-bromo-5-methylphenol
14847-51-9

2-bromo-5-methylphenol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 90.5 percent / NaH / diethyl ether; dimethylformamide / 0.5 h
2: 37 percent / 1.) n-Butyllithium / diethyl ether / 1.) 15 min, 0 deg C, 2.) 10 min
3: 52 percent / KOH / methanol / 84 h / Heating
4: PCl3 / diethyl ether / 0.17 h
5: 96 percent / diethyl ether
6: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
7: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
8: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 8 steps
1: 90.5 percent / NaH / diethyl ether; dimethylformamide / 0.5 h
2: 37 percent / 1.) n-Butyllithium / diethyl ether / 1.) 15 min, 0 deg C, 2.) 10 min
3: 52 percent / KOH / methanol / 84 h / Heating
4: PBr3 / diethyl ether / 1 h
5: diethyl ether / 1 h
6: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
7: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
8: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(-)-3-Methylphenyl(Isopinocampheyloxy)methyl Ether
73286-60-9

(-)-3-Methylphenyl(Isopinocampheyloxy)methyl Ether

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 1.) tert-Butyllithium, TMEDA / 1.) Pentan, room temp., 0.5 h, 2.) 0 deg C, ether, 15 min
2: 52 percent / KOH / methanol / 84 h / Heating
3: PCl3 / diethyl ether / 0.17 h
4: 96 percent / diethyl ether
5: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
6: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
7: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 7 steps
1: 1.) tert-Butyllithium, TMEDA / 1.) Pentan, room temp., 0.5 h, 2.) 0 deg C, ether, 15 min
2: 52 percent / KOH / methanol / 84 h / Heating
3: PBr3 / diethyl ether / 1 h
4: diethyl ether / 1 h
5: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
6: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
7: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(-)-2-Bromo-5-methylphenyl (Isopinocampheyloxy)methyl Ether
73286-62-1

(-)-2-Bromo-5-methylphenyl (Isopinocampheyloxy)methyl Ether

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 37 percent / 1.) n-Butyllithium / diethyl ether / 1.) 15 min, 0 deg C, 2.) 10 min
2: 52 percent / KOH / methanol / 84 h / Heating
3: PCl3 / diethyl ether / 0.17 h
4: 96 percent / diethyl ether
5: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
6: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
7: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 7 steps
1: 37 percent / 1.) n-Butyllithium / diethyl ether / 1.) 15 min, 0 deg C, 2.) 10 min
2: 52 percent / KOH / methanol / 84 h / Heating
3: PBr3 / diethyl ether / 1 h
4: diethyl ether / 1 h
5: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
6: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
7: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(-)-8b-Hydroxy-3a,8b-dihydro-3,3a,6-trimethyl-3H-cyclopentabenzofuran
73307-73-0

(-)-8b-Hydroxy-3a,8b-dihydro-3,3a,6-trimethyl-3H-cyclopentabenzofuran

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: PCl3 / diethyl ether / 0.17 h
2: 96 percent / diethyl ether
3: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
4: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
5: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 5 steps
1: PBr3 / diethyl ether / 1 h
2: diethyl ether / 1 h
3: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
4: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
5: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(1R,4R,5R)-5-Chloro-4,5-dimethyl-1-[4-methyl-2-((1R,2R,3R,5S)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yloxymethoxy)-phenyl]-cyclopent-2-enol
73286-61-0

(1R,4R,5R)-5-Chloro-4,5-dimethyl-1-[4-methyl-2-((1R,2R,3R,5S)-2,6,6-trimethyl-bicyclo[3.1.1]hept-3-yloxymethoxy)-phenyl]-cyclopent-2-enol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 52 percent / KOH / methanol / 84 h / Heating
2: PCl3 / diethyl ether / 0.17 h
3: 96 percent / diethyl ether
4: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
5: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
6: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 6 steps
1: 52 percent / KOH / methanol / 84 h / Heating
2: PBr3 / diethyl ether / 1 h
3: diethyl ether / 1 h
4: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
5: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
6: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
3-methyl-phenol
108-39-4

3-methyl-phenol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 92 percent / NaH / diethyl ether; dimethylformamide / 0.17 h
2: 1.) tert-Butyllithium, TMEDA / 1.) Pentan, room temp., 0.5 h, 2.) 0 deg C, ether, 15 min
3: 52 percent / KOH / methanol / 84 h / Heating
4: PCl3 / diethyl ether / 0.17 h
5: 96 percent / diethyl ether
6: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
7: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
8: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
Multi-step reaction with 8 steps
1: 92 percent / NaH / diethyl ether; dimethylformamide / 0.17 h
2: 1.) tert-Butyllithium, TMEDA / 1.) Pentan, room temp., 0.5 h, 2.) 0 deg C, ether, 15 min
3: 52 percent / KOH / methanol / 84 h / Heating
4: PBr3 / diethyl ether / 1 h
5: diethyl ether / 1 h
6: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
7: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
8: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran
154800-88-1

(3S,3aR,8bS)-(-)-2,3,3a,8b-Tetrahydro-3-hydroxy-3,3a,6,8b-tetramethyl-1H-cyclopentabenzofuran

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 100 percent / POCl3, pyridine / 18 h / Ambient temperature
2: 79 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature
3: 84 percent / NaHCO3, Br2 / CHCl3 / 0.17 h / Ambient temperature
View Scheme
(1S,3R)-3-(2-hydroxy-4-methylphenyl)-1,3-dimethyl-2-methylidenecyclopentanol
154699-13-5

(1S,3R)-3-(2-hydroxy-4-methylphenyl)-1,3-dimethyl-2-methylidenecyclopentanol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 88 percent / Hg(OCOCF3)2 / tetrahydrofuran / 2 h / Ambient temperature
2: 100 percent / POCl3, pyridine / 18 h / Ambient temperature
3: 79 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature
4: 84 percent / NaHCO3, Br2 / CHCl3 / 0.17 h / Ambient temperature
View Scheme
(3R)-3-<2-(tert-Butyldimethylsiloxy)-4-methylphenyl>-1,3-dimethyl-2-methylidenecyclopentanol

(3R)-3-<2-(tert-Butyldimethylsiloxy)-4-methylphenyl>-1,3-dimethyl-2-methylidenecyclopentanol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 88 percent / n-Bu4N(1+)*F(1-) / tetrahydrofuran / 2 h / Ambient temperature
2: 88 percent / Hg(OCOCF3)2 / tetrahydrofuran / 2 h / Ambient temperature
3: 100 percent / POCl3, pyridine / 18 h / Ambient temperature
4: 79 percent / H2 / PtO2 / ethanol / 3 h / Ambient temperature
5: 84 percent / NaHCO3, Br2 / CHCl3 / 0.17 h / Ambient temperature
View Scheme
(3R,3aS,8bR)-8b-Chloro-3,3a,6-trimethyl-3a,8b-dihydro-3H-benzo[b]cyclopenta[d]furan
73286-64-3

(3R,3aS,8bR)-8b-Chloro-3,3a,6-trimethyl-3a,8b-dihydro-3H-benzo[b]cyclopenta[d]furan

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 96 percent / diethyl ether
2: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
3: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
4: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(3R,3aS,8bR)-8b-Bromo-3,3a,6-trimethyl-3a,8b-dihydro-3H-benzo[b]cyclopenta[d]furan
73286-63-2

(3R,3aS,8bR)-8b-Bromo-3,3a,6-trimethyl-3a,8b-dihydro-3H-benzo[b]cyclopenta[d]furan

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethyl ether / 1 h
2: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
3: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
4: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
(-)-3,3a,8b-Trihydro-3,3a,6,8b-tetramethylcyclopentabenzofuran
73307-75-2

(-)-3,3a,8b-Trihydro-3,3a,6,8b-tetramethylcyclopentabenzofuran

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 41 percent / Triphenylphosphine / (Ph3P)3RhCl / toluene; various solvent(s) / 120 h / Heating
2: 69 percent / H2 / Adams's catalyst / ethanol / 2 h
3: Br2, anhydrous sodium carbonate / hexane / 0.03 h
View Scheme
o-tolylhydrazine hydrochloride
635-26-7

o-tolylhydrazine hydrochloride

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 1) pyridine, 2) conc. H2SO4, NaNO2 / 1) water, reflux, 2) 0 deg C
2: Li diisopropylamide / tetrahydrofuran
3: various solvent(s) / Heating
4: tetrahydrofuran
5: PCC / CH2Cl2
6: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
7: 1) i-Bu2AlH, 2) 10percent aq. HCl
8: 83 percent / H2 / PtO2 / ethanol
9: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(3aS,4R,7S,7aR)-2-Methyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one
139685-68-0

(3aS,4R,7S,7aR)-2-Methyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1: 1) pyridine, 2) conc. H2SO4, NaNO2 / 1) water, reflux, 2) 0 deg C
2: Li diisopropylamide / tetrahydrofuran
3: various solvent(s) / Heating
4: tetrahydrofuran
5: PCC / CH2Cl2
6: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
7: 1) i-Bu2AlH, 2) 10percent aq. HCl
8: 83 percent / H2 / PtO2 / ethanol
9: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(S)-5-(2-Methoxy-4-methyl-phenyl)-2,5-dimethyl-cyclopent-2-enone
139618-47-6

(S)-5-(2-Methoxy-4-methyl-phenyl)-2,5-dimethyl-cyclopent-2-enone

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: tetrahydrofuran
2: PCC / CH2Cl2
3: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
4: 1) i-Bu2AlH, 2) 10percent aq. HCl
5: 83 percent / H2 / PtO2 / ethanol
6: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(R)-4-(2-Hydroxy-4-methyl-phenyl)-2,3,4-trimethyl-cyclopent-2-enone
139618-50-1

(R)-4-(2-Hydroxy-4-methyl-phenyl)-2,3,4-trimethyl-cyclopent-2-enone

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1) i-Bu2AlH, 2) 10percent aq. HCl
2: 83 percent / H2 / PtO2 / ethanol
3: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(R)-4-(2-Methoxy-4-methyl-phenyl)-2,3,4-trimethyl-cyclopent-2-enone
139618-49-8

(R)-4-(2-Methoxy-4-methyl-phenyl)-2,3,4-trimethyl-cyclopent-2-enone

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
2: 1) i-Bu2AlH, 2) 10percent aq. HCl
3: 83 percent / H2 / PtO2 / ethanol
4: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(S)-5-(2-Methoxy-4-methyl-phenyl)-1,2,5-trimethyl-cyclopent-2-enol
139618-48-7, 139685-70-4

(S)-5-(2-Methoxy-4-methyl-phenyl)-1,2,5-trimethyl-cyclopent-2-enol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: PCC / CH2Cl2
2: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
3: 1) i-Bu2AlH, 2) 10percent aq. HCl
4: 83 percent / H2 / PtO2 / ethanol
5: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(2S,3aS,4R,7S,7aR)-2-(2-Methoxy-4-methyl-phenyl)-2,7a-dimethyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one
139618-46-5

(2S,3aS,4R,7S,7aR)-2-(2-Methoxy-4-methyl-phenyl)-2,7a-dimethyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: various solvent(s) / Heating
2: tetrahydrofuran
3: PCC / CH2Cl2
4: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
5: 1) i-Bu2AlH, 2) 10percent aq. HCl
6: 83 percent / H2 / PtO2 / ethanol
7: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(2S,3aS,4R,7S,7aR)-2-(2-Methoxy-4-methyl-phenyl)-2-methyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one
139618-44-3

(2S,3aS,4R,7S,7aR)-2-(2-Methoxy-4-methyl-phenyl)-2-methyl-2,3,3a,4,7,7a-hexahydro-4,7-methano-inden-1-one

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: Li diisopropylamide / tetrahydrofuran
2: various solvent(s) / Heating
3: tetrahydrofuran
4: PCC / CH2Cl2
5: 60 percent / BBr3 / 1,2-dichloro-ethane / 80 °C
6: 1) i-Bu2AlH, 2) 10percent aq. HCl
7: 83 percent / H2 / PtO2 / ethanol
8: 87 percent / N-bromosuccinimide / CCl4 / Heating
View Scheme
(R)-(+)-1-(2'-methoxy-4'-methylphenyl)ethanol
1344927-26-9

(R)-(+)-1-(2'-methoxy-4'-methylphenyl)ethanol

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane / 48 h / Reflux
2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
3.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
3.2: 2 h / -78 - -40 °C / Inert atmosphere
3.3: 1 h / -78 - 0 °C
4.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
5.1: trimethylsilyl iodide; ortho-cresol / dichloromethane / 20 °C
6.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane / 48 h / Reflux
2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
3.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
3.2: 2 h / -78 - -40 °C / Inert atmosphere
3.3: 1 h / -78 - 0 °C
4.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
5.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 20 °C
6.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: triethylamine / dichloromethane / 48 h / Reflux
2.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
2.2: 1 h / -78 °C / Inert atmosphere
3.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
3.2: 2 h / -78 - -40 °C / Inert atmosphere
3.3: 1 h / -78 - 0 °C
4.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
5.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 24 h / -78 °C
6.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
(R)-1-(2'-methoxy-4'-methylphenyl)ethyl diisopropylcarbamate
1394171-14-2

(R)-1-(2'-methoxy-4'-methylphenyl)ethyl diisopropylcarbamate

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
2.2: 2 h / -78 - -40 °C / Inert atmosphere
2.3: 1 h / -78 - 0 °C
3.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
4.1: trimethylsilyl iodide; ortho-cresol / dichloromethane / 20 °C
5.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
2.2: 2 h / -78 - -40 °C / Inert atmosphere
2.3: 1 h / -78 - 0 °C
3.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
4.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 20 °C
5.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
1.2: 1 h / -78 °C / Inert atmosphere
2.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
2.2: 2 h / -78 - -40 °C / Inert atmosphere
2.3: 1 h / -78 - 0 °C
3.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
4.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 24 h / -78 °C
5.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
(R)-2-methoxy-4-methyl-1-(1,2,3-trimethylcyclopent-2-enyl)benzene
1394171-12-0

(R)-2-methoxy-4-methyl-1-(1,2,3-trimethylcyclopent-2-enyl)benzene

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 20 °C
2: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 24 h / -78 °C
2: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: trimethylsilyl iodide; ortho-cresol / dichloromethane / 20 °C
2: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
(R)-2-(2-(2-methoxy-4-methylphenyl)-5-methylhex-5-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1394171-13-1

(R)-2-(2-(2-methoxy-4-methylphenyl)-5-methylhex-5-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
1.2: 2 h / -78 - -40 °C / Inert atmosphere
1.3: 1 h / -78 - 0 °C
2.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
3.1: trimethylsilyl iodide; ortho-cresol / dichloromethane / 20 °C
4.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
1.2: 2 h / -78 - -40 °C / Inert atmosphere
1.3: 1 h / -78 - 0 °C
2.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
3.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 20 °C
4.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
1.2: 2 h / -78 - -40 °C / Inert atmosphere
1.3: 1 h / -78 - 0 °C
2.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
3.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 24 h / -78 °C
4.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
(R)-2-methoxy-4-methyl-1-(2,3,6-trimethylhepta-1,6-dien-3-yl)benzene
1394171-15-3

(R)-2-methoxy-4-methyl-1-(2,3,6-trimethylhepta-1,6-dien-3-yl)benzene

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
2: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 20 °C
3: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
2: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 24 h / -78 °C
3: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
2: trimethylsilyl iodide; ortho-cresol / dichloromethane / 20 °C
3: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
4'-hydroxy-2'-methylacetophenone
6921-64-8

4'-hydroxy-2'-methylacetophenone

(-)-Aplysin
6790-63-2

(-)-Aplysin

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: potassium hydroxide / acetone / 16 h / 20 °C
2.1: [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; formic acid; triethylamine / 96 h / 20 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / 48 h / Reflux
4.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
4.2: 1 h / -78 °C / Inert atmosphere
5.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
5.2: 2 h / -78 - -40 °C / Inert atmosphere
5.3: 1 h / -78 - 0 °C
6.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
7.1: trimethylsilyl iodide; ortho-cresol / dichloromethane / 20 °C
8.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: potassium hydroxide / acetone / 16 h / 20 °C
2.1: [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; formic acid; triethylamine / 96 h / 20 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / 48 h / Reflux
4.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
4.2: 1 h / -78 °C / Inert atmosphere
5.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
5.2: 2 h / -78 - -40 °C / Inert atmosphere
5.3: 1 h / -78 - 0 °C
6.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
7.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 20 °C
8.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: potassium hydroxide / acetone / 16 h / 20 °C
2.1: [N-[(1R,2R)-2-(amino-κN)-1,2-diphenylethyl]-4-methylbenzenesulfonamidato-κN]chloro[(1,2, 3,4,5,6-η)-1-methyl-4-(1-methylethyl)benzene]-ruthenium; formic acid; triethylamine / 96 h / 20 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / 48 h / Reflux
4.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / diethyl ether; hexane / 0.25 h / -78 °C / Inert atmosphere
4.2: 1 h / -78 °C / Inert atmosphere
5.1: tert.-butyl lithium / tetrahydrofuran / 0.5 h / -78 °C / UneV-irradiation
5.2: 2 h / -78 - -40 °C / Inert atmosphere
5.3: 1 h / -78 - 0 °C
6.1: Hoveyda-Grubbs catalyst second generation / toluene / 24 h / Reflux
7.1: trimethylsilyl iodide; 2,6-di-tert-butylphenol / dichloromethane / 24 h / -78 °C
8.1: bromine / chloroform / 0.17 h / 0 - 20 °C
View Scheme

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