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Hangzhou Think Chemical Co. Ltd

Gemcitabine HCl CAS:122111-03-9 Gemcitabine Base CAS:95058-81-4 HANGZHOU THINK CHEMICAL CO., LTD. (THINKCHEM) is an integrative corporation of trade, research and contract manufacture. With about ten years of business experiences on t

Manufacture Gemcitabine HCl or Base with GMP

Cas:122111-03-9

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

Hangzhou Dawn Ray Pharmaceutical Co.,Ltd

USP34 we have got GMP,DMF.We registered in Russia. Appearance:white powder Storage:Room temperature Package:as required Application:used in medicine Transportation:by sea by air express Port:China main port

Gemcitabine hydrochloride 98.0%min USP34 Pharmaceutical Anti cancer drugs China

Cas:122111-03-9

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Sinoway Industrial Co., Ltd.

Why 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

factory supply 99% Gemcitabine Hydrochloride powder

Cas:122111-03-9

Min.Order:1 Metric Ton

FOB Price: $20.0 / 50.0

Type:Trading Company

inquiry

Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Assay (Ursolic acid) 98%min 98.22% ----------------------------------------------------------------

High purity 122111-03-9 Gemcitabine Hydrochloride

Cas:122111-03-9

Min.Order:1 Gram

FOB Price: $100.0 / 500.0

Type:Trading Company

inquiry

Ality Chemical Corporation

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

Factory Supply Gemcitabine Hydrochloride

Cas:122111-03-9

Min.Order:1

Negotiable

Type:Other

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

We 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

Gemcitabine Hydrochloride manufacturer with low price

Cas:122111-03-9

Min.Order:1 Gram

Negotiable

Type:Manufacturers

inquiry

Xi'an Xszo Chem Co., Ltd.

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

Factory Price API 99% Gemcitabine hydrochloride 122111-03-9 GMP Manufacturer

Cas:122111-03-9

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

inquiry

Chengdu Lemeitian Pharmaceutical Technology Co,. Ltd

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

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:10 Metric Ton

Negotiable

Type:Manufacturers

inquiry

Shandong Jiulong Hisince Pharmaceutical Co.,Ltd.

Name:Gemcitabine Hydrochloride Other name:Gemcitabine HCl CAS:122111-03-9 Specification:USP Stock:Fresh Appearance:White or almost white powder Storage:dryer and cool Package:durm Application:API Transportation:

Gemcitabine Hydrochloride

Cas:122111-03-9

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

inquiry

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 according to the contract research and development services for the fine c

Gemcitabine hydrochloride 122111-03-9 /manufacturer/low price/high quality/in stock

Cas:122111-03-9

Min.Order:1 Kilogram

FOB Price: $15.0 / 16.0

Type:Lab/Research institutions

inquiry

Chemwill Asia Co., Ltd.

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

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

inquiry

Hubei DiBo chemical co., LTD

Name:Gemcitabine Hydrochloride CAS NO:122111-03-9 Grade:Medical scientific research and export Molecular formula:C9H12ClF2N3O4 Molecular weight:299.6591 Product Quality 12 years of chemical raw materials Mature operation of the industry Sy

Gemcitabine Hydrochloride/ CAS:122111-03-9/ raw material/ high-quality

Cas:122111-03-9

Min.Order:25 Kilogram

FOB Price: $2.0 / 3.0

Type:Other

inquiry

Henan Tianfu Chemical Co., Ltd.

Gemcitabine hydrochloride Basic information Product Description Content Determination Distinguish Adverse reactions and side effects application Product Name: Gemcitabine hydrochloride

TIANFU-CHEM CAS:122111-03-9 Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufacturin

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

inquiry

Zhuozhou Wenxi import and Export Co., Ltd

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

Top Purity CAS 122111-03-9 with fast shipping

Cas:122111-03-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

inquiry

LIDE PHARMACEUTICALS LIMITED

Advantage : 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&amp

Gemcitabine hydrochloride/ LIDE PHARMA- Factory supply / Best price

Cas:122111-03-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White or off-white crystalline powder Storage:Store in seale

High Purity Gemcitabine HCl for Antineoplastic Agents 122111-03-9

Cas:122111-03-9

Min.Order:100 Gram

Negotiable

Type:Other

inquiry

Hangzhou Huarong Pharm Co., Ltd.

USDMF EDMF are all available! Hangzhou Huarong Pharm Co., Ltd. established since 2009 , has been always focusing on supplying products and services to our clients in the field of small molecule drug. Huarong Pharm has built platforms for the re

Gemcitabine Hcl USDMF EDMF

Cas:122111-03-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

Hanways chempharm is a specialized company concentrating on the R&D, production, marketing and technical service of APIs and pharmaceutical intermediates. The marketing department is located in Wuhan. We have two GMP facilities in Hubei Pr

99% Gemcitabine Hydrochloride CAS 122111-03-9 Gemcitabine for Pancreatic Cancer

Cas:122111-03-9

Min.Order:1 Kilogram

FOB Price: $200.0 / 400.0

Type:Trading Company

inquiry

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

Gemcitabine hydrochloride 122111-03-9

Cas:122111-03-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Xi'an Faithful Biotech Co., Ltd.

We are the manufacturers and suppliers of API in China, and warehouse in Germany and USA of California, which can quickly and safely deliver to your address 1.High quality and competitive price. 2.Free sample for your evaluation. 3.Promptly delivery

Factory Supply Chemical API Powder Gemcitabine Hydrochloride for Anti-Cancer

Cas:122111-03-9

Min.Order:10 Gram

FOB Price: $3.5

Type:Trading Company

inquiry

Baoji Guokang Healthchem co.,ltd

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

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:1 Kilogram

FOB Price: $130.0 / 150.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

Gemcitabine hydrochloride CAS:122111-03-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality organ

Gemcitabine hydrochloride CAS:122111-03-9

Cas:122111-03-9

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

Gemcitabine hcl

Cas:122111-03-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

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

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou Sartort Biopharma Co., Ltd

Appearance:White powder Storage:2-8°C Package:25kg/drum Application:Suitable for the treatment of inoperable advanced or metastatic pancreatic cancer and the treatment of locally advanced or metastatic non-small cell lung cancer, and the treatment

Gemcitabine hydrochloride factory price

Cas:122111-03-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

1. "Top 100 innovation-oriented export enterprises Of Hangzhou" honored by Hangzhou government 2. Specialized in the fine chemicals and pharmaceuticals 3. A leading manufacturer and trader of

Supply Gemcitabine hydrochloride high quality Hot sale 99.0% Gemcitabine hydrochloride price market

Cas:122111-03-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Taizhou Crene Biotechnology co.ltd

Our 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-

Gemcitabine Hydrochloride 122111-03-9

Cas:122111-03-9

Min.Order:20 Gram

Negotiable

Type:Lab/Research institutions

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

Gemcitabine hydrochloride

Cas:122111-03-9

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

gemcitabine
95058-81-4

gemcitabine

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 20 - 70℃;93.4%
With hydrogenchloride In water; acetone at 20℃; for 2h; Product distribution / selectivity;91.5%
With hydrogenchloride In isopropyl alcohol at 0 - 5℃; for 2h; pH=2;90%
β-2'-deoxy-2',2'-difluorocytidine hemihydrate

β-2'-deoxy-2',2'-difluorocytidine hemihydrate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 20℃; for 2h; Product distribution / selectivity;91.9%
With hydrogenchloride In water; acetone at 20℃; for 2h; Product distribution / selectivity;91.9%
β-2'-deoxy-2',2'-difluorocytidine dihydrate

β-2'-deoxy-2',2'-difluorocytidine dihydrate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 20℃; for 2h; Product distribution / selectivity;91.5%
With hydrogenchloride In water; acetone at 20℃; for 2h; Product distribution / selectivity;91.5%
(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate
1445381-44-1

(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: (2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate With ammonia In methanol at 20℃; for 6h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; isopropyl alcohol at 20℃; pH=2; Heating;
90%
With sodium methylate In methanol at 20℃; for 4h; Reagent/catalyst;90%
Stage #1: (2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate With ammonium hydroxide In methanol at 20℃; for 16h;
Stage #2: With hydrogenchloride In water; isopropyl alcohol at 20℃;
78%
C18H33F2N3O4Si2

C18H33F2N3O4Si2

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water; acetone at 0 - 5℃; Green chemistry; Industrial scale;88%
3′,5′-O-bis(tert-butoxycarbonyl)-gemcitabine
250698-52-3

3′,5′-O-bis(tert-butoxycarbonyl)-gemcitabine

A

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

B

5'-O-(tert-butoxycarbonyl)gemcitabine

5'-O-(tert-butoxycarbonyl)gemcitabine

Conditions
ConditionsYield
With sodium carbonate In methanol at 24℃; for 4h; Hydrolysis;A 10%
B 85%
3',5'-di-O-benzoyl-β-2'-deoxy-2',2'-difluorocytidine

3',5'-di-O-benzoyl-β-2'-deoxy-2',2'-difluorocytidine

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: 3',5'-di-O-benzoyl-β-2'-deoxy-2',2'-difluorocytidine With ammonium hydroxide; water In methanol for 6h; Reflux;
Stage #2: With hydrogenchloride In methanol; water at 20℃; for 12h; pH=3;
85%
N-1-acetyl-2-deoxy-2,2-difluorocytidine 3,5-dicinnamonate

N-1-acetyl-2-deoxy-2,2-difluorocytidine 3,5-dicinnamonate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: N-1-acetyl-2-deoxy-2,2-difluorocytidine 3,5-dicinnamonate With ammonia In methanol
Stage #2: With hydrogenchloride In water
80%
C30H21Cl2F2N3O7

C30H21Cl2F2N3O7

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: C30H21Cl2F2N3O7 With ammonium hydroxide In methanol at 20℃; for 16h;
Stage #2: With hydrogenchloride In water; isopropyl alcohol at 20℃;
79%
(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate
1173824-58-2

(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine
18027-23-1

4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: (2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate With triethylamine In tetrahydrofuran at 0 - 5℃;
Stage #2: 4-(N-trimethylsilylacetamido)-2-trimethylsiloxypyrimidine With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0 - 5℃;
Stage #3: In methanol at 40℃;
50.5%
α/β-1-(2-oxo-4-amino-1H-pyrimidin-1-yl)-2-desoxy-2,2'-difluororibose hydrochloride
951314-37-7

α/β-1-(2-oxo-4-amino-1H-pyrimidin-1-yl)-2-desoxy-2,2'-difluororibose hydrochloride

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
In water; isopropyl alcohol at 25℃; for 2h; Purification / work up; Resolution of anomeric mixture;
2’-deoxy-2’,2’-difluoro-cytidine
103882-84-4

2’-deoxy-2’,2’-difluoro-cytidine

A

2'-deoxy-2',2'-difluorocytidine hydrochloride
122111-05-1

2'-deoxy-2',2'-difluorocytidine hydrochloride

B

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at -4 - 60℃; for 6.5h;
C26H24F2N4O8

C26H24F2N4O8

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: C26H24F2N4O8 With ammonia; water In methanol at 20℃; for 24h;
Stage #2: With hydrogenchloride In water at 0 - 5℃; for 4h; Product distribution / selectivity;
n/a
C26H24F2N4O8

C26H24F2N4O8

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: C26H24F2N4O8 With ammonia; water In methanol at 20℃; for 24h;
Stage #2: With hydrogenchloride In water at 0 - 5℃; for 4h; Product distribution / selectivity;
n/a
2’-deoxy-2’,2’-difluoro-cytidine
103882-84-4

2’-deoxy-2’,2’-difluoro-cytidine

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; water at 10 - 68℃; for 1.5h; Product distribution / selectivity;
With hydrogenchloride In 1,2-dimethoxyethane; water at 10 - 68℃; for 1.5h; Product distribution / selectivity;
3',5'-dicinnamoyl-2'-deoxy-2',2'-difluorocytidine

3',5'-dicinnamoyl-2'-deoxy-2',2'-difluorocytidine

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: 3',5'-dicinnamoyl-2'-deoxy-2',2'-difluorocytidine With methanol; ammonia at 20℃; for 4 - 6h;
Stage #2: With hydrogenchloride In dichloromethane; water Product distribution / selectivity;
4-N-Acetylcytosine
14631-20-0

4-N-Acetylcytosine

3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose
134877-42-2, 134877-43-3, 122111-11-9

3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

A

2'-deoxy-2',2'-difluorocytidine hydrochloride
122111-05-1

2'-deoxy-2',2'-difluorocytidine hydrochloride

B

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Stage #1: 4-N-Acetylcytosine With chloro-trimethyl-silane; 1,1,1,3,3,3-hexamethyl-disilazane In 1,2-dichloro-ethane for 3h; Heating / reflux;
Stage #2: 3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at 20 - 75℃; for 14 - 16h; Heating / reflux;
Stage #3: With hydrogenchloride In water; 1,2-dichloro-ethane
gemcitabine

gemcitabine

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol; water; ethyl acetate at 20℃; Product distribution / selectivity;
C23H19F2N3O8*ClH

C23H19F2N3O8*ClH

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine / methanol / 3 h / 20 °C / pH Ca. 7 / Reflux
2.1: ammonium hydroxide; water / methanol / 6 h / Reflux
2.2: 12 h / 20 °C / pH 3
View Scheme
C26H27F2N3O8Si

C26H27F2N3O8Si

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / toluene; water / 3 h / 20 - 70 °C
2.1: triethylamine / methanol / 3 h / 20 °C / pH Ca. 7 / Reflux
3.1: ammonium hydroxide; water / methanol / 6 h / Reflux
3.2: 12 h / 20 °C / pH 3
View Scheme
(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate
1173824-58-2

(2R,3R)-2-((benzoyloxy)methyl)-4,4-difluoro-5-hydroxyoxolan-3-yl benzoate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine / dichloromethane / 2 h / 5 - 20 °C
2: 3 h / 120 °C / Heating
3: sodium t-butanolate / methanol / 2 h / 20 °C
4: hydrogenchloride / isopropyl alcohol; water / 20 - 70 °C
View Scheme
2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate
134877-42-2

2-deoxy-2,2-difluoro-D-erythro-pentofuranose-3,5-diphenylmethyl ester-1-methanesulfonate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 3 h / 120 °C / Heating
2: sodium t-butanolate / methanol / 2 h / 20 °C
3: hydrogenchloride / isopropyl alcohol; water / 20 - 70 °C
View Scheme
3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose
134877-42-2, 134877-43-3, 122111-11-9

3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethanol / 50 - 60 °C
2: 3 h / 120 °C / Heating
3: sodium t-butanolate / methanol / 2 h / 20 °C
4: hydrogenchloride / isopropyl alcohol; water / 20 - 70 °C
View Scheme
(erytro) ethyl-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-difluoro-3-hydroxy propionate
95058-92-7

(erytro) ethyl-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-difluoro-3-hydroxy propionate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 1H-imidazole / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere; Industrial scale
2: diisobutylaluminium hydride / toluene; methanol / -50 - -20 °C / Inert atmosphere; Industrial scale
3: binaphthol phosphonate / N,N-dimethyl-formamide / 10 h / 20 °C / Industrial scale
4: hydrogenchloride / water; acetone; ethanol / 0 - 5 °C / Green chemistry; Industrial scale
View Scheme
C16H30F2O5Si

C16H30F2O5Si

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diisobutylaluminium hydride / toluene; methanol / -50 - -20 °C / Inert atmosphere; Industrial scale
2: binaphthol phosphonate / N,N-dimethyl-formamide / 10 h / 20 °C / Industrial scale
3: hydrogenchloride / water; acetone; ethanol / 0 - 5 °C / Green chemistry; Industrial scale
View Scheme
gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Allyl chloroformate
2937-50-0

Allyl chloroformate

4-allyloxycarbonylamino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
688008-78-8

4-allyloxycarbonylamino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one

Conditions
ConditionsYield
Stage #1: gemcitabine hydrochloride With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane In 1,4-dioxane for 2h; Heating;
Stage #2: Allyl chloroformate With 1-methyl-1H-imidazole In dichloromethane at 20℃; for 4h;
Stage #3: With triethylamine In methanol at 20℃; Further stages.;
99%
Stage #1: gemcitabine hydrochloride With pyridine; chloro-trimethyl-silane at 0℃; for 2h;
Stage #2: Allyl chloroformate at 0 - 45℃;
70%
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

4-amino-1-((2R,4R,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-3,3-difluoro-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one
688009-09-8

4-amino-1-((2R,4R,5R)-4-((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-3,3-difluoro-tetrahydrofuran-2-yl)pyrimidin-2(1H)-one

Conditions
ConditionsYield
at 20℃;98.5%
With 1H-imidazole; triethylamine In N,N-dimethyl-formamide at 25℃; for 24h;95%
With 1H-imidazole; triethylamine at 20℃; for 24h; Inert atmosphere;91%
With 1-methyl-1H-imidazole; iodine In tetrahydrofuran; pyridine at 20℃;64%
With 1H-imidazole In dichloromethane at 20℃;
tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

4-amino-1-((2R,4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-3,3-difluoro-4-hydroxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one
1151528-36-7

4-amino-1-((2R,4R,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-3,3-difluoro-4-hydroxytetrahydrofuran-2-yl)pyrimidin-2(1H)-one

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 15h;98%
With 1H-imidazole In N,N-dimethyl-formamide at 20 - 25℃; for 2h;93%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 12h;92%
gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-(1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)-4-methylbenzenesulfonamide
1519060-68-4

N-(1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)-4-methylbenzenesulfonamide

Conditions
ConditionsYield
Stage #1: gemcitabine hydrochloride With pyridine; chloro-trimethyl-silane at 20℃; for 2h; Inert atmosphere;
Stage #2: p-toluenesulfonyl chloride at 20 - 60℃; for 20h; Inert atmosphere;
96%
Stage #1: gemcitabine hydrochloride With pyridine; chloro-trimethyl-silane
Stage #2: p-toluenesulfonyl chloride
Stage #3: With ammonia In methanol
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4,4-difluoro-2-(hydroxymethyl)tetrahydrofuran-3-yl tert-butyl carbonate
250698-51-2

(2R,3R,5R)-5-(4-amino-2-oxopyrimidin-1(2H)-yl)-4,4-difluoro-2-(hydroxymethyl)tetrahydrofuran-3-yl tert-butyl carbonate

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane; water at 20℃; for 50h;95%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 48h;87%
With sodium carbonate In 1,4-dioxane; water at 20℃; for 48h;87%
gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

Deoxydifluorouridine
114248-23-6

Deoxydifluorouridine

Conditions
ConditionsYield
With acetic acid; sodium nitrite In water at 20℃; for 48h;95%
Multi-step reaction with 3 steps
1: pyridine / 15 h / 25 °C
2: acetic acid / water / 14 h / Reflux
3: ammonia / methanol / 15 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1: pyridine / 15 h / 25 °C
2: acetic acid / water / 14 h / Reflux
3: ammonia / methanol / 15 h / 20 °C
View Scheme
benzoyl chloride
98-88-4

benzoyl chloride

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate
1445381-44-1

(2R,3R,5R)-5-(4-benzamido-2-oxopyrimidin-1(2H)-yl)-2-((benzoyloxy)methyl)-4,4-difluorotetrahydrofuran-3-yl benzoate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 12h; Temperature; Inert atmosphere;93.5%
With pyridine at 0 - 20℃; Inert atmosphere;93.5%
With pyridine at 0 - 20℃; Inert atmosphere;93.5%
trityl chloride
76-83-5

trityl chloride

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

5'-Tr-gemcytabine

5'-Tr-gemcytabine

Conditions
ConditionsYield
With pyridine In water at 30℃; for 22h; Inert atmosphere;91.2%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

3′,5′-O-bis(tert-butoxycarbonyl)-gemcitabine
250698-52-3

3′,5′-O-bis(tert-butoxycarbonyl)-gemcitabine

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane at 24℃; Substitution;90%
With potassium hydroxide In 1,4-dioxane at 22℃; for 2h; Inert atmosphere;71%
With potassium hydroxide In 1,4-dioxane; water at 4 - 22℃; for 1h; Inert atmosphere;71%
benzoyl chloride
98-88-4

benzoyl chloride

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

N4-benzoyl-2'-deoxy-2',2'-difluorocytidine
142816-70-4

N4-benzoyl-2'-deoxy-2',2'-difluorocytidine

Conditions
ConditionsYield
Stage #1: gemcitabine hydrochloride With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 2.5h; Reflux;
Stage #2: benzoyl chloride With 1-methyl-1H-imidazole In dichloromethane at 20℃; for 3h;
Stage #3: With triethylamine In methanol; dichloromethane at 20℃; for 1.5h;
83%
Stage #1: gemcitabine hydrochloride With pyridine; chloro-trimethyl-silane at 0 - 20℃; for 0.5h;
Stage #2: benzoyl chloride at 0 - 20℃;
76%
3-(N-methacryloylglycyl-DL-phenylalanylleucylglycyl)thiazolidine-2-thione

3-(N-methacryloylglycyl-DL-phenylalanylleucylglycyl)thiazolidine-2-thione

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

C32H41F2N7O9

C32H41F2N7O9

Conditions
ConditionsYield
With pyridine at 50℃; for 20h; Inert atmosphere;80.1%
gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-5-hydroxypyrimidine-2(1H)-one

4-amino-1-((2R,4R,5R)-3,3-difluoro-4-hydroxy-5-hydroxymethyltetrahydrofuran-2-yl)-5-hydroxypyrimidine-2(1H)-one

Conditions
ConditionsYield
Stage #1: gemcitabine hydrochloride With water; bromine at 0 - 5℃; for 1h;
Stage #2: With tetrabutylammomium bromide; N-ethyl-N,N-diisopropylamine In hexane at 0 - 60℃; for 1h; Reagent/catalyst; Temperature;
70.8%
gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

11-azidoundecanoic acid
118162-45-1

11-azidoundecanoic acid

4-N-(11-azidoundecanoyl)-2'-deoxy-2',2'-difluorocytidine

4-N-(11-azidoundecanoyl)-2'-deoxy-2',2'-difluorocytidine

Conditions
ConditionsYield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 65℃; Inert atmosphere;70%
C47H55N3O15

C47H55N3O15

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

C53H62F2N4O19

C53H62F2N4O19

Conditions
ConditionsYield
With pyridine In dimethyl sulfoxide at 20℃; for 24h;68.6%
(N-(methacryloyl)glycylphenylalanylleucylglycyl)thiazolidine-2-thione
831242-05-8

(N-(methacryloyl)glycylphenylalanylleucylglycyl)thiazolidine-2-thione

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

N-methacyloylglycylphenylalanylleucylglycyl-gemcitabine
1334238-76-4

N-methacyloylglycylphenylalanylleucylglycyl-gemcitabine

Conditions
ConditionsYield
With pyridine at 50℃; for 12h; Inert atmosphere;66.1%
With pyridine at 50℃; for 12h; Inert atmosphere;66.1%
10-undecenoic acid
112-38-9

10-undecenoic acid

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

4-N-(10-undecenoyl)-2'-deoxy-2',2'-difluorocytidine
1519060-51-5

4-N-(10-undecenoyl)-2'-deoxy-2',2'-difluorocytidine

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide; N,N-dimethyl-formamide at 20 - 65℃; Inert atmosphere;66%
gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid
59-05-2

N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid

C29H31F2N11O8

C29H31F2N11O8

Conditions
ConditionsYield
Stage #1: N-[4-[[(2,4-diamino-6-pteridinyl)methyl]methylamino]benzoyl]-L-glutamic acid With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 0.5h; Cooling with ice;
Stage #2: gemcitabine hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 48h;
65%
3-(tert-butyloxycarbonylamino)propionic acid
3303-84-2

3-(tert-butyloxycarbonylamino)propionic acid

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

4-N-[3-N-(tert-butoxycarbonyl)-3-aminopropanoyl]-2′-deoxy-2′,2′-difluorocytidine

4-N-[3-N-(tert-butoxycarbonyl)-3-aminopropanoyl]-2′-deoxy-2′,2′-difluorocytidine

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dimethyl sulfoxide; N,N-dimethyl-formamide Inert atmosphere; Heating;65%
12-hydroxydodecanoic acid
505-95-3

12-hydroxydodecanoic acid

4-Nitrophenyl chloroformate
7693-46-1

4-Nitrophenyl chloroformate

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

C22H33F2N3O8

C22H33F2N3O8

Conditions
ConditionsYield
Stage #1: 12-hydroxydodecanoic acid; 4-Nitrophenyl chloroformate With pyridine; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 5h;
Stage #2: gemcitabine hydrochloride With triethylamine In N,N-dimethyl-formamide for 24h;
64.3%
3-(tritylthio) propanoic acid
27144-18-9

3-(tritylthio) propanoic acid

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

C31H29F2N3O5S

C31H29F2N3O5S

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 25℃; for 18h; Inert atmosphere;63%
Stage #1: 3-(tritylthio) propanoic acid With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: gemcitabine hydrochloride In N,N-dimethyl-formamide at 0 - 20℃; for 0.408333h;
45%
hex-5-ynoic acid
53293-00-8

hex-5-ynoic acid

gemcitabine hydrochloride
122111-03-9

gemcitabine hydrochloride

4-N-(hexynoyl)gemcitabine

4-N-(hexynoyl)gemcitabine

Conditions
ConditionsYield
Stage #1: gemcitabine hydrochloride With pyridine; chloro-trimethyl-silane In acetonitrile at 0 - 20℃; for 4h;
Stage #2: hex-5-ynoic acid With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In acetonitrile at 60℃; for 18h;
Stage #3: With ethanol at 45℃; for 4h;
63%
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