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Henan Allgreen Chemical Co.,Ltd

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

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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

Factory Supply Mehtyl 6-[3-(1-Adamanty)-4-Methoxy Phenyl]-2-Naphthoate

Cas:106685-41-0

Min.Order:1

Negotiable

Type:Other

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem’s R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Gram

FOB Price: $5.0

Type:Lab/Research institutions

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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

6-[3-(1-Adamantyl)-4-methoxyphenyl]-2-naphthoic acid methyl ester

Cas:106685-41-0

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Henan Tianfu Chemical Co., Ltd.

CAS No.106685-41-0 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 S

CAS No.106685-41-0 Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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

New production CAS 106685-41-0 with best quality

Cas:106685-41-0

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate 106685-41-0

Cas:106685-41-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Qingdao Beluga Import and Export Co., LTD

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate CAS:106685-41-0 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, speci

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate CAS:106685-41-0

Cas:106685-41-0

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Lonwin Chemical Group Limited

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate CAS: 106685-41-0 Specification product name: mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate synonyms: methyl 6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoate;m

Factory supply Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

Negotiable

Type:Other

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

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

Mehtyl 6-[3-(1-Adamantyl)-4-Methoxy Phenyl]-2-Naphthoate

Cas:106685-41-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

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.   Specificat

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

MEHTYL 6-[3-(1-ADAMANTY)-4-METHOXY PHENYL]-2-NAPHTHOATE (ADAPALENE)

Cas:106685-41-0

Min.Order:1 Gram

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Lingrui Chemical Co.,Ltd.

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Gram

Negotiable

Type:Other

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 Mehtyl 6-[3-(1-Adamanty)-4-Methoxy Phenyl]-2-Naphthoate

Cas:106685-41-0

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

SHANGHAI SYSTEAM BIOCHEM CO., LTD

We are one of a few suppliers that can offer custom synthesis service of this product We are specialized in custom synthesis, chemical/pharmaceutical/ pesticides outsourcing and contract research. We are committed to prov

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white to off white crystal Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:10g/bag,or as your request Application:For medicine , pesticide inte

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Gram

Negotiable

Type:Trading Company

inquiry

Siwei Development Group Ltd.

Product name: Methyl 6-[3-(1-Adamanty)-4-Methoxyphenyl]-2-Naphthoate CAS No.: 106685-41-0 Molecule Formula:C29H30O3 Molecule Weight:426.55 Purity: 99.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Stan

Lower Price Methyl 6-[3-(1-Adamanty)-4-Methoxyphenyl]-2-Naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

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,

Mehtyl6-[3-(1-adamanty)-4-methoxyphenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Milligram

Negotiable

Type:Trading Company

inquiry

Shanghai Minstar Chemical Co., Ltd

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate Chemical Properties Melting point 223-225°C Boiling point 589.6±50.0 °C(Predicted) density 1.185±0.06 g/cm3(Predicted) storage temp. Sealed in dry,Room Tem

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Gram

FOB Price: $66.0

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:0

Negotiable

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

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

Mehtyl 6-[3-(1-adamanty)-4-methoxy phenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

inquiry

Hunan chemfish Pharmaceutical co.,Ltd

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

Mehtyl 6-[3-(1-adamanty)-4-methoxyphenyl]-2-naphthoate

Cas:106685-41-0

Min.Order:0

Negotiable

Type:Manufacturers

inquiry

Synthetic route

3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;92%
Suzuki-Miyaura coupling;
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene
366799-67-9

2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: tris(3-hydroxypropyl)phosphine; nickel dichloride In tetrahydrofuran for 1h; Heating / reflux;
Stage #2: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene With water; potassium carbonate In tetrahydrofuran at 50℃; for 24h; Product distribution / selectivity; Heating / reflux;
90%
Stage #1: tris(3-hydroxypropyl)phosphine; nickel dichloride In tetrahydrofuran for 1h; Heating / reflux;
Stage #2: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene With potassium phosphate; water In tetrahydrofuran at 50℃; for 24h; Product distribution / selectivity; Heating / reflux;
82%
With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride; tricyclohexylphosphine In tetrahydrofuran for 24h; Product distribution / selectivity; Heating / reflux;78%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

A

3,3'-diadamantyl-4,4'-dimethoxybiphenyl
932033-57-3

3,3'-diadamantyl-4,4'-dimethoxybiphenyl

B

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-(1-adamantyl)-4-bromoanisole With magnesium; ethylene dibromide In tetrahydrofuran at 45 - 55℃; for 1.5h;
Stage #2: With zinc(II) chloride In tetrahydrofuran at 20 - 25℃; for 1h;
Stage #3: methyl 6-bromo-2-naphthoate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 20℃; for 2h;
A n/a
B 88.83%
2-(3-adamantan-1-yl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
1036766-56-9

2-(3-adamantan-1-yl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;87%
With sodium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura coupling; Inert atmosphere;85%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-(1-adamantyl)-4-bromoanisole With iodine; magnesium In tetrahydrofuran at 40℃; for 1h; Inert atmosphere;
Stage #2: methyl 6-bromo-2-naphthoate With bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride In tetrahydrofuran at 55℃; for 0.75h; Negishi Coupling;
86%
Stage #1: 2-(1-adamantyl)-4-bromoanisole With magnesium; ethylene dibromide In tetrahydrofuran at 20 - 40℃; for 0.5h; Heating / reflux;
Stage #2: With zinc(II) chloride In tetrahydrofuran for 1.25h; Heating / reflux;
Stage #3: methyl 6-bromo-2-naphthoate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran for 2.16667h;
50%
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; iodine; magnesium; zinc(II) chloride Yield given. Multistep reaction;
C19H25BO3
1036766-57-0

C19H25BO3

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;86%
3-(1-adamantyl)-4-methoxybenzene magnesium bromide
1036766-54-7

3-(1-adamantyl)-4-methoxybenzene magnesium bromide

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride at 55℃; for 0.75h; Negishi coupling reaction;86%
methyl 6-iodonaphthalene-2-carboxylate
5042-98-8

methyl 6-iodonaphthalene-2-carboxylate

lithium [3-(1-adamantyl)-4-methoxyphenyl]trimethoxyborate

lithium [3-(1-adamantyl)-4-methoxyphenyl]trimethoxyborate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
for 21h; Suzuki-Miyaura Coupling; Flow reactor;86%
2-(4’-methoxyphenyl)naphthalene-6-methyl ester

2-(4’-methoxyphenyl)naphthalene-6-methyl ester

1-adamanthanol
768-95-6

1-adamanthanol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid In chloroform at 20℃; Solvent;83%
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-43-2

6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester

methyl iodide
74-88-4

methyl iodide

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 1.5h;
82%
adapalene
106685-40-9

adapalene

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 0 - 20℃; for 1h;79%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C
1.2: 80 - 100 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 1.5 h / 20 °C
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

p-bromo-anisole (?)

p-bromo-anisole (?)

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
View Scheme
1-adamanthanol
768-95-6

1-adamanthanol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; acetic acid / 48 h / 20 °C
2: potassium carbonate / acetone / 8 h / Reflux
3: magnesium / tetrahydrofuran / 1 h / 40 °C
4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
View Scheme
2-(1-adamantyl)-4-bromophenol
104224-68-2

2-(1-adamantyl)-4-bromophenol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
2: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / acetone / 8 h / Reflux
2: magnesium / tetrahydrofuran / 1 h / 40 °C
3: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 2 steps
1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C
1.2: 80 - 100 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 1.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
2.2: 1.25 h / Heating / reflux
2.3: 2.17 h
View Scheme

Conditions
ConditionsYield
With sulfuric acid In ethanol; cyclohexane; nitrogen

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 1.5h;

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate In water at 80℃; for 4h; Inert atmosphere;
4-bromo-phenol
106-41-2

4-bromo-phenol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid; acetic acid / 48 h / 20 °C
2: potassium carbonate / acetone / 8 h / Reflux
3: magnesium / tetrahydrofuran / 1 h / 40 °C
4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
View Scheme
2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium / tetrahydrofuran / 1 h / 40 °C
2: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 2 steps
1: n-butyllithium
2: 21 h / Flow reactor
View Scheme
adapalene
106685-40-9

adapalene

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 80 °C
2: potassium carbonate / ethyl acetate; water / 4 h / 0 - 20 °C
View Scheme
6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid chloride
106685-64-7

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid chloride

N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 0 - 20℃; for 4h;
2-methoxycarbonyl-6-naphthol p-toluenesulfonate

2-methoxycarbonyl-6-naphthol p-toluenesulfonate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere
2: sulfuric acid / chloroform / 20 °C
View Scheme
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere
2: sulfuric acid / chloroform / 20 °C
View Scheme
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid potassium salt

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid potassium salt

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In methanol; toluene for 3h; Heating / reflux;99.18%
With potassium hydroxide; water In tetrahydrofuran; 1,4-dioxane at 90℃; for 6h; Product distribution / selectivity; Heating / reflux;94%
With potassium hydroxide; water In 1,4-dioxane for 2.25 - 4.25h; Product distribution / selectivity; Heating / reflux;
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
97%
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
96%
With water; sodium hydroxide In propylene glycol89%
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid sodium salt

6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid sodium salt

Conditions
ConditionsYield
With sodium hydroxide; water In tetrahydrofuran for 6h; Heating / reflux;94%
With sodium hydroxide; water In tetrahydrofuran; 1,4-dioxane at 90℃; for 6h; Heating / reflux;94%
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;92%
Suzuki-Miyaura coupling;
3-(1-adamantyl)-4-methoxyphenylboronic acid
459423-32-6

3-(1-adamantyl)-4-methoxyphenylboronic acid

2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene
366799-67-9

2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: tris(3-hydroxypropyl)phosphine; nickel dichloride In tetrahydrofuran for 1h; Heating / reflux;
Stage #2: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene With water; potassium carbonate In tetrahydrofuran at 50℃; for 24h; Product distribution / selectivity; Heating / reflux;
90%
Stage #1: tris(3-hydroxypropyl)phosphine; nickel dichloride In tetrahydrofuran for 1h; Heating / reflux;
Stage #2: 3-(1-adamantyl)-4-methoxyphenylboronic acid; 2-methoxycarbonyl-6-(p-tolylsulfonyl)naphthalene With potassium phosphate; water In tetrahydrofuran at 50℃; for 24h; Product distribution / selectivity; Heating / reflux;
82%
With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride; tricyclohexylphosphine In tetrahydrofuran for 24h; Product distribution / selectivity; Heating / reflux;78%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

A

3,3'-diadamantyl-4,4'-dimethoxybiphenyl
932033-57-3

3,3'-diadamantyl-4,4'-dimethoxybiphenyl

B

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-(1-adamantyl)-4-bromoanisole With magnesium; ethylene dibromide In tetrahydrofuran at 45 - 55℃; for 1.5h;
Stage #2: With zinc(II) chloride In tetrahydrofuran at 20 - 25℃; for 1h;
Stage #3: methyl 6-bromo-2-naphthoate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 20℃; for 2h;
A n/a
B 88.83%
2-(3-adamantan-1-yl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
1036766-56-9

2-(3-adamantan-1-yl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;87%
With sodium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura coupling; Inert atmosphere;85%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 2-(1-adamantyl)-4-bromoanisole With iodine; magnesium In tetrahydrofuran at 40℃; for 1h; Inert atmosphere;
Stage #2: methyl 6-bromo-2-naphthoate With bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride In tetrahydrofuran at 55℃; for 0.75h; Negishi Coupling;
86%
Stage #1: 2-(1-adamantyl)-4-bromoanisole With magnesium; ethylene dibromide In tetrahydrofuran at 20 - 40℃; for 0.5h; Heating / reflux;
Stage #2: With zinc(II) chloride In tetrahydrofuran for 1.25h; Heating / reflux;
Stage #3: methyl 6-bromo-2-naphthoate; 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran for 2.16667h;
50%
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; iodine; magnesium; zinc(II) chloride Yield given. Multistep reaction;
C19H25BO3
1036766-57-0

C19H25BO3

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran; water Product distribution / selectivity; Suzuki-Miyaura cross-coupling; Inert atmosphere; Reflux;86%
3-(1-adamantyl)-4-methoxybenzene magnesium bromide
1036766-54-7

3-(1-adamantyl)-4-methoxybenzene magnesium bromide

methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride at 55℃; for 0.75h; Negishi coupling reaction;86%
methyl 6-iodonaphthalene-2-carboxylate
5042-98-8

methyl 6-iodonaphthalene-2-carboxylate

lithium [3-(1-adamantyl)-4-methoxyphenyl]trimethoxyborate

lithium [3-(1-adamantyl)-4-methoxyphenyl]trimethoxyborate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
for 21h; Suzuki-Miyaura Coupling; Flow reactor;86%
2-(4’-methoxyphenyl)naphthalene-6-methyl ester

2-(4’-methoxyphenyl)naphthalene-6-methyl ester

1-adamanthanol
768-95-6

1-adamanthanol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid In chloroform at 20℃; Solvent;83%
6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-43-2

6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester

methyl iodide
74-88-4

methyl iodide

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 1.5h;
82%
adapalene
106685-40-9

adapalene

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran; methanol at 0 - 20℃; for 1h;79%
methyl 6-bromo-2-naphthoate
33626-98-1

methyl 6-bromo-2-naphthoate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C
1.2: 80 - 100 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 1.5 h / 20 °C
View Scheme
4-bromo-phenol
106-41-2

4-bromo-phenol

p-bromo-anisole (?)

p-bromo-anisole (?)

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
View Scheme
1-adamanthanol
768-95-6

1-adamanthanol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 86 percent / conc. H2SO4 / CH2Cl2 / 8 h / Ambient temperature
2: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
3: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
View Scheme
Multi-step reaction with 4 steps
1: sulfuric acid; acetic acid / 48 h / 20 °C
2: potassium carbonate / acetone / 8 h / Reflux
3: magnesium / tetrahydrofuran / 1 h / 40 °C
4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
View Scheme
2-(1-adamantyl)-4-bromophenol
104224-68-2

2-(1-adamantyl)-4-bromophenol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, 20 deg C, 2 h
2: 1.) Mg, I2, 2.) ZnCl2, 3.) NiCl2*1,2-bis(diphenylphosphino)ethane
View Scheme
Multi-step reaction with 3 steps
1: potassium carbonate / acetone / 8 h / Reflux
2: magnesium / tetrahydrofuran / 1 h / 40 °C
3: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 2 steps
1.1: bis(pinacol)diborane; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium acetate / 1,4-dioxane / 100 °C
1.2: 80 - 100 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 0 °C
2.2: 1.5 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
2.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
2.2: 1.25 h / Heating / reflux
2.3: 2.17 h
View Scheme
2-(4’-methoxyphenyl)naphthalene-6-methyl ester

2-(4’-methoxyphenyl)naphthalene-6-methyl ester

1-acetyloxyadamantane
22635-62-7

1-acetyloxyadamantane

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sulfuric acid In ethanol; cyclohexane; nitrogen
methyl iodide
74-88-4

methyl iodide

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-hydroxyphenyl)naphthalene-2-carboxylic acid methyl ester With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;
Stage #2: methyl iodide In N,N-dimethyl-formamide at 20℃; for 1.5h;
2-(3-adamantan-1-yl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
1036766-56-9

2-(3-adamantan-1-yl-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

methyl 6-bromonaphthalene-1-carboxylate
93353-66-3

methyl 6-bromonaphthalene-1-carboxylate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With sodium carbonate In water at 80℃; for 4h; Inert atmosphere;
4-bromo-phenol
106-41-2

4-bromo-phenol

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: sulfuric acid; acetic acid / 48 h / 20 °C
2: potassium carbonate / acetone / 8 h / Reflux
3: magnesium / tetrahydrofuran / 1 h / 40 °C
4: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sulfuric acid; acetic acid / 4.17 h / 20 - 70 °C
2.1: potassium carbonate / acetone / 4.25 - 6.25 h / 20 °C / Heating / reflux
3.1: magnesium; ethylene dibromide / tetrahydrofuran / 0.5 h / 20 - 40 °C / Heating / reflux
3.2: 1.25 h / Heating / reflux
3.3: 2.17 h
View Scheme
2-(1-adamantyl)-4-bromoanisole
104224-63-7

2-(1-adamantyl)-4-bromoanisole

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: magnesium / tetrahydrofuran / 1 h / 40 °C
2: bis-triphenylphosphine-palladium(II) chloride; zinc(II) chloride / 0.75 h / 55 °C
View Scheme
Multi-step reaction with 2 steps
1: n-butyllithium
2: 21 h / Flow reactor
View Scheme
adapalene
106685-40-9

adapalene

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 80 °C
2: potassium carbonate / ethyl acetate; water / 4 h / 0 - 20 °C
View Scheme
6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid chloride
106685-64-7

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid chloride

N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate at 0 - 20℃; for 4h;
2-methoxycarbonyl-6-naphthol p-toluenesulfonate

2-methoxycarbonyl-6-naphthol p-toluenesulfonate

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere
2: sulfuric acid / chloroform / 20 °C
View Scheme
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium phosphate tribasic trihydrate; bis(triphenylphosphine)nickel(II) chloride; 1-n-butyl-3-methylimidazolim bromide / toluene / 6 h / 110 °C / Inert atmosphere
2: sulfuric acid / chloroform / 20 °C
View Scheme
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid potassium salt

6-[3-(1-adamantyl)-4-methoxy phenyl]-2-naphthoic acid potassium salt

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In methanol; toluene for 3h; Heating / reflux;99.18%
With potassium hydroxide; water In tetrahydrofuran; 1,4-dioxane at 90℃; for 6h; Product distribution / selectivity; Heating / reflux;94%
With potassium hydroxide; water In 1,4-dioxane for 2.25 - 4.25h; Product distribution / selectivity; Heating / reflux;
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

adapalene
106685-40-9

adapalene

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
97%
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With ethylene glycol; sodium hydroxide
Stage #2: With hydrogenchloride In water Product distribution / selectivity;
96%
With water; sodium hydroxide In propylene glycol89%
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid sodium salt

6-[3-(1-adamantyl)-4-methoxyphenyl]-2-naphthoic acid sodium salt

Conditions
ConditionsYield
With sodium hydroxide; water In tetrahydrofuran for 6h; Heating / reflux;94%
With sodium hydroxide; water In tetrahydrofuran; 1,4-dioxane at 90℃; for 6h; Heating / reflux;94%
C22H22N4O7

C22H22N4O7

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

C50H49N5O9

C50H49N5O9

Conditions
ConditionsYield
With silver hexafluoroantimonate; bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate In 1,2-dichloro-ethane at 140℃; for 18h; Inert atmosphere;54%
phenylacetonitrile
140-29-4

phenylacetonitrile

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

(3r,5r,7r)-1-(2-methoxy-5-(6-((E)-styryl)naphthalen-2-yl)phenyl)adamantane

(3r,5r,7r)-1-(2-methoxy-5-(6-((E)-styryl)naphthalen-2-yl)phenyl)adamantane

Conditions
ConditionsYield
Stage #1: 6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester With lithium aluminium tetrahydride
Stage #2: phenylacetonitrile
40%
6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester
106685-41-0

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid methyl ester

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid hydroxyamide

6-(3-adamantan-1-yl-4-methoxyphenyl)naphthalene-2-carboxylic acid hydroxyamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / methanol / 8 h / Reflux
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; hydroxylamine hydrochloride / 20 °C / Inert atmosphere
View Scheme

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