1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s
Cas:64-86-8
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inquiryAdvantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&
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inquiryColchicum autumnale Extract with colchicine 98% Colchicine is an ancient remedy for the treatment of articular pain. Use of Colchicum alkaloid for the treatment of acute gout occurred as early as 1810, and reports of its medicinal value exist
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Type:Trading Company
inquiryDayangchem'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
Cas:64-86-8
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inquiryWhy is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c
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Min.Order:1 Kilogram
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Type:Trading Company
inquiryItems Standard Result Description Pale Yellow to pale greenish-yellow, amorphous scales or crystalline powder. Is odorless or nearly so and darkens on e
Cas:64-86-8
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Type:Manufacturers
inquirySuperiority pioneerbiotech is a leading manufacturer and supplier of chemicals in China. We develop ,produce and distribute high quality pharmaceuticals, intermediates, special chemicals and other fine chemicals. We could give you: 1.Best q
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 developm
Cas:64-86-8
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Type:Manufacturers
inquiryControl gout light yellow powder natural Colchicum Autumnale Extract Colchicine Powder Professional Factory We has a complete production and operating system, with an annual output capacity of 2000 tons. It can produce variety of content and propor
Cas:64-86-8
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inquiryWe can provide GMP validation service that complies with SFDA, FDA, WHO and EU EMPA.Excellent registration team could help us easlily to register our products in different countries.If you and your customer are interested in some products or need C
Cas:64-86-8
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inquiryThe 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
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
Cas:64-86-8
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inquiryF Colchicine CAS: 64-86-8 Molecular Formula: C22H25NO6 Home Product Category other other 64-86-8 64-86-8 - Names and Identifiers Name Colchicine Synonyms Colchicine len-7-yl)- Colchicine 64-86-8 Colchicin
Cas:64-86-8
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inquiryShanghai 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
Cas:64-86-8
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inquiryOur 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
Name:colchicine Name:colchicine CAS no:64-86-8 Grade:Chemical industry, scientific research and export Molecular formula:C22H25NO6 Molecular weight:399.437 Product Quality 12 years of chemical raw materials Mature operation of t
Cas:64-86-8
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Type:Other
inquiryOur Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con
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inquiryWITH 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
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inquiryProduct Name Colchicine Synonyms (S)-N-(5,6,7,9-TETRAHYDRO-1,2,3,10-TETRAMETHOXY-9-OXOBENZO[A]HEPTALEN-7-YL)ACETAMIDE;N-((S)-1,2,3,10-TETRAMETHOXY-9-OXO-5,6,7,9-TETRAHYDRO-BENZO[A]HEPTALEN-7-YL)-ACET
1,In No Less five years exporting experience. 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Appearance:Light yellow crystal Storage:storag
Cas:64-86-8
Min.Order:1 Gram
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inquiryOur 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 present
Cas:64-86-8
Min.Order:1 Kilogram
FOB Price: $20.0 / 500.0
Type:Trading Company
inquiryBeluga chemical professional supply High quality Colchicine CAS 64-86-8 1. Beluga Chemical has a professional RESEARCH and development team and strong technical force to ensure technical support and research capabilities. 2. Made in China and exp
Cas:64-86-8
Min.Order:1 Gram
Negotiable
Type:Lab/Research institutions
inquiryHello, 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
Cas:64-86-8
Min.Order:1 Kilogram
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Type:Lab/Research institutions
inquiryProduct Name: Colchicine Synonyms: Colchicine Acetamide 64-86-8;IMp. D (EP): N-[(7S,12aRa)-3-(β-D-Glucopyranosyloxy)-1,2,10-triMethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetaMide (Colchicoside);N-[(7S)-1,2,3,10-tetraMethoxy-9-ox
Cas:64-86-8
Min.Order:1 Kilogram
Negotiable
Type:Lab/Research institutions
inquiryColchicine CAS: 64-86-8 Specification Appearance & Physical State yellow powder Density 1.32 g/cm3 Melting Point 150-160ºC Flash Point 392.9ºC Refractive Index 1.584
Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
Cas:64-86-8
Min.Order:0
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Type:Lab/Research institutions
inquiryProduct Detail Minimum Order Qty. 10 Gram
Cas:64-86-8
Min.Order:10 Gram
Negotiable
Type:Trading Company
inquiryAppearance:white or light yellow crystalline powder Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:By
Our Services 1. New Molecules R&D 2. Own test center HPLC NMR GC LC-MS 3. API and Intermediates from China reputed manufacturers 4. Documents support COA MOA MSDS DMF open part Our advantages 1. Government awarded company. Top 100 enter
Cas:64-86-8
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FOB Price: $1.0 / 100000.0
Type:Lab/Research institutions
inquiryOur company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-
Cas:64-86-8
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Type:Lab/Research institutions
inquiryacetic anhydride
(S)-tert-butyl N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalene-7-yl)carbamate
colchicine
Conditions | Yield |
---|---|
Stage #1: (S)-tert-butyl N-(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalene-7-yl)carbamate With hydrogenchloride In diethyl ether at 20℃; for 1h; Stage #2: acetic anhydride With dmap; triethylamine In diethyl ether at 25℃; for 10h; | 98% |
Conditions | Yield |
---|---|
In tetrahydrofuran for 5h; | 85% |
colchicine
Conditions | Yield |
---|---|
With N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate In dichloromethane at 20℃; for 12h; Inert atmosphere; | 81% |
With N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate In dichloromethane | 81% |
With trimethylsilyl trifluoromethanesulfonate; triethylamine In dichloromethane at 20℃; for 2h; | 75% |
magnesium methanolate
colchicine
Conditions | Yield |
---|---|
In methanol | 78% |
diazomethane
diethyl ether
chloroform
colchiceine
A
colchicine
B
(7S)-isocolchicine
diazomethane
colchiceine
A
colchicine
B
(7S)-isocolchicine
Conditions | Yield |
---|---|
With diethyl ether; chloroform |
diazomethane
2,10-didemethylcolchicine
A
colchicine
B
2-demethylcolchicine
C
(7S)-isocolchicine
D
2-demethylisocolchicine
Conditions | Yield |
---|---|
In diethyl ether; chloroform |
<1-3H>-3-phenylpropanal
colchicine
Conditions | Yield |
---|---|
Colchicum byzantinum biosynthesis; |
Conditions | Yield |
---|---|
Colchicum byzantinum biosynthesis; |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In chloroform; water for 2.5h; | |
Acetylation; |
<1-3H>-3-phenylprop-2-enal
colchicine
Conditions | Yield |
---|---|
Colchicum byzantinum biosynthesis; |
<3-14C>-3-phenylpropionic acid
colchicine
Conditions | Yield |
---|---|
Colchicum byzantinum biosynthesis; |
DL-phenylalanine
colchicine
Conditions | Yield |
---|---|
Colchicum byzantinum biosynthesis; |
Conditions | Yield |
---|---|
at 25 - 60℃; Equilibrium constant; |
diazomethane
colchicine
Conditions | Yield |
---|---|
With methanol; diethyl ether |
diazomethane
colchicine
Conditions | Yield |
---|---|
With methanol; diethyl ether |
3-(3,4,5-trimethoxyphenyl)propan-1-ol
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 17 steps 1.1: 98 percent / 2,6-lutidine / CH2Cl2 / 5 h / 20 °C 2.1: 95 percent / silver trifluoroacetate; I2; sodium bicarbonate / CHCl3 / 3 h / 0 °C 3.1: 92 percent / Et2NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 20 h / 90 °C 4.1: 98 percent / n-Bu4NF / tetrahydrofuran / 7 h / 20 °C 5.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.75 h / -78 °C 6.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C 6.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C 6.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C 7.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.5 h / -78 °C 8.1: 85 percent / BH3*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C 9.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 10.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 11.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 12.1: 60 percent / various solvent(s) / 66 h / Heating 13.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 14.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 15.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 16.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 17.1: HCl / diethyl ether / 1 h / 20 °C 17.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 18 steps 1: 2,6-lutidine 2: I2; CF3CO2Ag / CHCl3 3: Et2NH; CuI / (Ph3P)2PdCl2 / dimethylsulfoxide 4: TBAF / tetrahydrofuran 5: (COCl)2; DMSO; Et3N 7: (COCl)2; DMSO; Et3N 9: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 10: Ph3P; H2O 11: Et3N 12: 70 percent / 1,2-dichloro-benzene / Heating 13: LiOH 15: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 16: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 17: HCl View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 15 steps 1.1: zinc-copper couple / benzene; N,N-dimethyl-acetamide / 3 h / 20 °C / sonication 1.2: 31 percent / bis(triphenylphosphine)palladium dichloride / benzene; N,N-dimethyl-acetamide / 2 h / sonication 2.1: 91 percent / H2 / Pd/C / ethanol; H2O / 22 h / 3102.89 Torr 3.1: 93 percent / NaHCO3; silver trifluoroacetate; I2 / CHCl3 / 2 h / 0 °C 4.1: trifluoroacetic acid / diethyl ether / 3 h / 20 °C 5.1: 454 mg / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h 6.1: 60 percent / Et2NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 15 h / 90 °C 7.1: 91 percent / potassium carbonate / methanol / 11 h / 20 °C 8.1: 100 percent / DIBAL / CH2Cl2; hexane / 1 h / -78 °C 9.1: potassium carbonate / methanol / 1 h / Heating 9.2: 64 percent / KOH / methanol / 3 h / Heating 10.1: 70 percent / various solvent(s) / 40 h / Heating 11.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 12.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 13.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 14.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 15.1: HCl / diethyl ether / 1 h / 20 °C 15.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme |
3-(2-ethynyl-3,4,5-trimethoxy-phenyl)-propionaldehyde
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 12 steps 1.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C 1.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C 1.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C 2.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.5 h / -78 °C 3.1: 85 percent / BH3*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C 4.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 5.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 6.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 7.1: 60 percent / various solvent(s) / 66 h / Heating 8.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 9.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 10.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 11.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 12.1: HCl / diethyl ether / 1 h / 20 °C 12.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 13 steps 2: (COCl)2; DMSO; Et3N 4: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 5: Ph3P; H2O 6: Et3N 7: 70 percent / 1,2-dichloro-benzene / Heating 8: LiOH 10: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 11: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 12: HCl View Scheme |
3-(2-ethynyl-3,4,5-trimethoxyphenyl)propan-1-ol
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 13 steps 1.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.75 h / -78 °C 2.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C 2.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C 2.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C 3.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.5 h / -78 °C 4.1: 85 percent / BH3*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C 5.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 6.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 7.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 8.1: 60 percent / various solvent(s) / 66 h / Heating 9.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 10.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 11.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 12.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 13.1: HCl / diethyl ether / 1 h / 20 °C 13.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 14 steps 1: (COCl)2; DMSO; Et3N 3: (COCl)2; DMSO; Et3N 5: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 6: Ph3P; H2O 7: Et3N 8: 70 percent / 1,2-dichloro-benzene / Heating 9: LiOH 11: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 12: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 13: HCl View Scheme |
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 10 steps 1.1: 85 percent / BH3*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C 2.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 3.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 4.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 5.1: 60 percent / various solvent(s) / 66 h / Heating 6.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 7.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 8.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 9.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 10.1: HCl / diethyl ether / 1 h / 20 °C 10.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 11 steps 2: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 3: Ph3P; H2O 4: Et3N 5: 70 percent / 1,2-dichloro-benzene / Heating 6: LiOH 8: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 9: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 10: HCl View Scheme |
3-(2-ethynyl-3,4,5-trimethoxyphenyl)-1-(1,3-oxazol-2-yl)propan-1-ol
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 11 steps 1.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.5 h / -78 °C 2.1: 85 percent / BH3*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C 3.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 4.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 5.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 6.1: 60 percent / various solvent(s) / 66 h / Heating 7.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 8.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 9.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 10.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 11.1: HCl / diethyl ether / 1 h / 20 °C 11.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 12 steps 1: (COCl)2; DMSO; Et3N 3: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 4: Ph3P; H2O 5: Et3N 6: 70 percent / 1,2-dichloro-benzene / Heating 7: LiOH 9: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 10: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 11: HCl View Scheme |
triisopropyl-[3-(3,4,5-trimethoxy-phenyl)-propoxy]-silane
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 16 steps 1.1: 95 percent / silver trifluoroacetate; I2; sodium bicarbonate / CHCl3 / 3 h / 0 °C 2.1: 92 percent / Et2NH; bis[triphenylphosphine]palladium dichloride; copper(I) iodide / dimethylsulfoxide / 20 h / 90 °C 3.1: 98 percent / n-Bu4NF / tetrahydrofuran / 7 h / 20 °C 4.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.75 h / -78 °C 5.1: BH3*THF / tetrahydrofuran / 1 h / 20 °C 5.2: t-BuLi / pentane; tetrahydrofuran / 0.67 h / -78 °C 5.3: 64 percent / tetrahydrofuran; pentane / 3 h / -78 °C 6.1: 96 percent / oxalyl chloride; DMSO / CH2Cl2 / 0.5 h / -78 °C 7.1: 85 percent / BH3*THF; (S)-(-)-2-amino-3-methyl-1,1-diphenylbutan-1-ol / tetrahydrofuran / 6 h / 23 °C 8.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 9.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 10.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 11.1: 60 percent / various solvent(s) / 66 h / Heating 12.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 13.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 14.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 15.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 16.1: HCl / diethyl ether / 1 h / 20 °C 16.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 17 steps 1: I2; CF3CO2Ag / CHCl3 2: Et2NH; CuI / (Ph3P)2PdCl2 / dimethylsulfoxide 3: TBAF / tetrahydrofuran 4: (COCl)2; DMSO; Et3N 6: (COCl)2; DMSO; Et3N 8: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 9: Ph3P; H2O 10: Et3N 11: 70 percent / 1,2-dichloro-benzene / Heating 12: LiOH 14: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 15: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 16: HCl View Scheme |
5-[(3S)-3-azido-3-(1,3-oxazol-2-yl)propyl]-4-ethynyl-1,2,3-trimethoxybenzene
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 2.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 3.1: 60 percent / various solvent(s) / 66 h / Heating 4.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 5.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 6.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 7.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 8.1: HCl / diethyl ether / 1 h / 20 °C 8.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 9 steps 1: Ph3P; H2O 2: Et3N 3: 70 percent / 1,2-dichloro-benzene / Heating 4: LiOH 6: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 7: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 8: HCl View Scheme |
(S)-3-(2-Ethynyl-3,4,5-trimethoxy-phenyl)-1-oxazol-2-yl-propylamine
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 2.1: 60 percent / various solvent(s) / 66 h / Heating 3.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 4.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 5.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 6.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 7.1: HCl / diethyl ether / 1 h / 20 °C 7.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 8 steps 1: Et3N 2: 70 percent / 1,2-dichloro-benzene / Heating 3: LiOH 5: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 6: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 7: HCl View Scheme |
(1R)-3-(2-ethynyl-3,4,5-trimethoxyphenyl)-1-(1,3-oxazol-2-yl)propan-1-ol
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: 60 percent / diphenylphosphoryl azide; triphenylphosphine; diisopropylazodicarboxylate / tetrahydrofuran / 12 h / 20 °C 2.1: 95 percent / Ph3P / tetrahydrofuran; H2O / 50 h / 20 °C 3.1: 98 percent / DMAP; Et3N / diethyl ether / 7 h / 20 °C 4.1: 60 percent / various solvent(s) / 66 h / Heating 5.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 6.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 7.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 8.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 9.1: HCl / diethyl ether / 1 h / 20 °C 9.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 10 steps 1: 64 percent / PPh3; DEAD; (PhO)2P(O)N3 2: Ph3P; H2O 3: Et3N 4: 70 percent / 1,2-dichloro-benzene / Heating 5: LiOH 7: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 8: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 9: HCl View Scheme |
(S)-N-7-acetylamino-12,13,14-trimethoxy-5-oxatricyclo[8.4.0.02,6]tetradeca-1(10),2(6),3,11,13-pentaene
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 2.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 3.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 4.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 5.1: HCl / diethyl ether / 1 h / 20 °C 5.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 6 steps 1: LiOH 3: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 4: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 5: HCl View Scheme |
(S)-N-acetyl-3-(2-ethynyl-3,4,5-trimethoxyphenyl)-1-(2-oxazolyl)-propylamine
colchicine
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 60 percent / various solvent(s) / 66 h / Heating 2.1: 99 percent / Et3N; 4-(dimethylamino)pyridine / CH2Cl2 / 10 h / 35 °C 3.1: 99 percent / aq. LiOH / tetrahydrofuran / 12 h 4.1: 45 percent Turnov. / trimethylsilyltriflate / various solvent(s) / -78 - -60 °C 5.1: 62 percent / Et3N; trimethylsilyl triflate / CH2Cl2 / 2 h / 0 °C 6.1: HCl / diethyl ether / 1 h / 20 °C 6.2: 98 percent / 4-(dimethylamino)pyridine; Et3N / diethyl ether / 10 h / 25 °C View Scheme | |
Multi-step reaction with 7 steps 1: 70 percent / 1,2-dichloro-benzene / Heating 2: LiOH 4: 45 percent / TMSOTf / various solvent(s) / -78 - -50 °C 5: 62 percent / TMSOTf; Et3N / CH2Cl2 / 0 - 10 °C 6: HCl View Scheme |
colchicine
N-[(7S)-1,2,3-trimethoxy-9-oxo-10-amino-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
Conditions | Yield |
---|---|
With ammonium hydroxide In ethanol for 12h; Reflux; | 100% |
With ammonium hydroxide In methanol at 20℃; | 90% |
With ammonium hydroxide In ethanol at 110℃; for 0.25h; Microwave irradiation; | 75% |
Conditions | Yield |
---|---|
With sodium methylate In methanol at 65℃; for 4h; | 100% |
With methanol; sodium methylate In water at 65℃; | 99% |
With methanol; water; sodium methylate |
Conditions | Yield |
---|---|
With tin(IV) chloride In dichloromethane | 100% |
With tin(IV) chloride In dichloromethane at 20℃; for 13h; Cooling with ice; Inert atmosphere; | 100% |
With tin(IV) chloride In dichloromethane 0 deg C, 30 min., r.t. 15 h; | 90% |
With tin(IV) chloride In dichloromethane at 20℃; |
di-tert-butyl dicarbonate
colchicine
(S)-tert-butyl-N-acetyl(1,2,3,10-tetramethoxy-9-oxo-5,6,7,9-tetrahydrobenzo[a]heptalene-7-yl)carbamate
Conditions | Yield |
---|---|
With dmap; triethylamine In acetonitrile at 100℃; for 7.5h; | 100% |
With dmap; triethylamine In acetonitrile at 100℃; Inert atmosphere; | 98% |
With dmap; triethylamine In tetrahydrofuran for 2h; Reflux; | 97.5% |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; urethane With sulfuric acid; water at 20℃; for 0.166667h; Stage #2: colchicine at 20℃; for 4h; | 99% |
colchicine
4-Bromocolchicine
Conditions | Yield |
---|---|
With N-Bromosuccinimide; acetic acid | 99% |
With N-Bromosuccinimide; acetic acid; trifluoroacetic acid at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 95% |
With N-Bromosuccinimide; acetic acid; trifluoroacetic acid In trifluoroacetic acid at 20℃; for 1h; Schlenk technique; Inert atmosphere; | 95% |
colchicine
4-Iodocolchicine
Conditions | Yield |
---|---|
With N-iodo-succinimide; acetic acid | 99% |
With N-iodo-succinimide; acetic acid at 70℃; for 7h; Time; Inert atmosphere; | 98.6% |
With N-iodo-succinimide; acetic acid In acetonitrile at 70℃; for 20h; Inert atmosphere; | 95% |
With N-iodo-succinimide; acetic acid at 70℃; for 20h; Inert atmosphere; | 95% |
With N-iodo-succinimide; acetic acid at 70℃; for 7h; |
[(S)-1-(2-aminoethyl)-pyrrolidin-2-yl]methanol
colchicine
C28H37N3O6
Conditions | Yield |
---|---|
In dichloromethane at 70℃; for 4h; | 99% |
[(2R)-1-(2-aminoethyl)pyrrolidin-2-yl]methanol
colchicine
C28H37N3O6
Conditions | Yield |
---|---|
In dichloromethane at 70℃; for 4h; | 99% |
colchicine
colchiceine
Conditions | Yield |
---|---|
With hydrogenchloride; acetic acid In water at 100℃; for 3h; | 98% |
With hydrogenchloride; acetic acid In water at 100℃; for 3h; | 98% |
With hydrogenchloride; acetic acid at 100℃; for 3h; | 98% |
colchicine
ethanolamine
N-[(S)-10-(2-hydroxy-ethylamino)-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydro-benzo[a]heptalen-7-yl]-acetamide
Conditions | Yield |
---|---|
In dichloromethane at 70℃; for 4h; | 98% |
In ethanol at 20℃; for 48h; | 90% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water for 24h; | 96% |
colchicine
Conditions | Yield |
---|---|
With lithium nitrate In methanol at 20℃; for 24h; | 96% |
Conditions | Yield |
---|---|
In water for 1h; Heating; | 95% |
In methanol; water at 20℃; for 72h; | 78% |
In methanol; water at 20℃; for 72h; | 78% |
Conditions | Yield |
---|---|
In benzene at 20℃; for 24h; Condensation; substitution; | 95% |
Conditions | Yield |
---|---|
In dichloromethane at 70℃; for 4h; | 95% |
colchicine
ethylenediamine
(S)-N-(10-((2-aminoethyl)amino)-1,2,3-trimethoxy-9-oxo-5,6,7,9-tetrahydrobenzo [a]heptalen-7-yl acetamide)
Conditions | Yield |
---|---|
In dichloromethane at 70℃; for 4h; | 95% |
colchicine
Conditions | Yield |
---|---|
With rubidium iodide In methanol | 95% |
colchicine
Conditions | Yield |
---|---|
With rubidium perchlorate In methanol | 95% |
colchicine
Conditions | Yield |
---|---|
With sodium nitrate In methanol at 20℃; for 24h; | 95% |
colchicine
Conditions | Yield |
---|---|
With potassium nitrate In methanol at 20℃; for 24h; | 95% |
colchicine
benzylamine
N-<5,6,7,9-tetrahydro-1,2,3-trimethoxy-9-oxo-10-<(phenylmethyl)amino>benzoheptalen-7-yl>-(S)-acetamide
Conditions | Yield |
---|---|
In ethanol at 116℃; for 20h; | 94% |
at 20℃; for 72h; | 80% |
With ethanol |
colchicine
Conditions | Yield |
---|---|
With cesium iodide In methanol | 94% |
colchicine
Conditions | Yield |
---|---|
With magnesium(II) nitrate In methanol at 20℃; for 24h; | 94% |
colchicine
(aR,5S)-N-(3-hydroxy-2-iodo-9,10,11-trimethoxy-6,7-dihydro-5H-dibenzo[a,c]cycloheptene-5-yl)-acetamide
Conditions | Yield |
---|---|
Stage #1: colchicine With hydrogenchloride; acetic acid In water at 100℃; for 3h; Stage #2: With iodine; potassium iodide; sodium hydroxide In water at 0 - 5℃; for 1h; | 93% |
Stage #1: colchicine With hydrogenchloride; acetic acid at 100℃; for 3h; Stage #2: With iodine; potassium iodide; sodium hydroxide In water at 0 - 5℃; for 2h; | 91% |
Stage #1: colchicine With hydrogenchloride; acetic acid at 100℃; for 3h; Stage #2: With iodine; potassium iodide; sodium hydroxide In water at 0 - 5℃; for 2h; | 88% |
colchicine
Conditions | Yield |
---|---|
With cesium perchlorate In methanol | 93% |
colchicine
diethylamine
N-[(7S)-1,2,3-trimethoxy-9-oxo-10-(diethylamino)-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]acetamide
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile for 24h; Reflux; regioselective reaction; | 92% |
In ethanol at 20℃; for 48h; | 90% |
In methanol at 20℃; | 75% |
colchicine
Conditions | Yield |
---|---|
With ammonium hydroxide Substitution; | 90% |
Conditions | Yield |
---|---|
In dichloromethane; acetonitrile for 24h; Reflux; regioselective reaction; | 90% |
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