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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

High Content Natural Extract Fagomine HACCP manufacturer

Cas:53185-12-9

Min.Order:1 Gram

FOB Price: $0.1

Type:Manufacturers

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Leader Biochemical Group

About Product Technical Details fagomine Basic information Product Name: fagomine Synonyms: fagomine;(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol;(2R)-2α-(Hydroxymethyl)pipe

China Largest factory Manufacturer Supply fagomine CAS 53185-12-9

Cas:53185-12-9

Min.Order:1 Kilogram

FOB Price: $1.0 / 3.0

Type:Lab/Research institutions

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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

ProfessionalCAS 53185-12-9 with best price

Cas:53185-12-9

Min.Order:10 Gram

FOB Price: $146.0 / 176.0

Type:Trading Company

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Qingdao Beluga Import and Export Co., LTD

fagomine CAS:53185-12-9 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 organic intermediates, s

fagomine CAS:53185-12-9

Cas:53185-12-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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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

3,4-Piperidinediol,2-(hydroxymethyl)-, (2R,3R,4R)-

Cas:53185-12-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

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Hubei CuiRan Biotechnology Co., Ltd

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine,Traditional Chinese Medicine)

Fagomine

Cas:53185-12-9

Min.Order:10 Milligram

Negotiable

Type:Lab/Research institutions

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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

3,4-Piperidinediol,2-(hydroxymethyl)-, (2R,3R,4R)-

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shaanxi Cuicheng Biomedical Technology Co., Ltd.

Why Choose Us: 1. Factory direct sales, so we can provide the competitive price and high quality product base on 8 years of production and R&D experience. 2. It is available in stock for quick shipment.Products could be packaged according to cu

fagomine

Cas:53185-12-9

Min.Order:1 Gram

Negotiable

Type:Other

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GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Acmec Biochemical Technology Co., Ltd.

Acmec is a leading manufacturer and supplier of biochemical reagents and life science products. We have over 40,000 items in stock (real-time inventory) and offer discounted prices to registered members of the online store ( www.acmec.com.cn ) Appea

Acmec Fagomine 10mg

Cas:53185-12-9

Min.Order:1 bottle

Negotiable

Type:Lab/Research institutions

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Henan Allgreen Chemical Co.,Ltd

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

FagoMine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Manufacturers

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

3,4-Piperidinediol,2-(hydroxymethyl)-, (2R,3R,4R)-

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Manufacturers

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Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

3,4-Piperidinediol,2-(hydroxymethyl)-, (2R,3R,4R)-

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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DB BIOTECH CO., LTD

best seller Application:API

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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BOC Sciences

We are committed to providing our customers with the best products and services at the most competitive prices.Appearance:off-white powder Storage:Room temperature with sealed well Package:according to the clients requirement Application:Use as prima

(2R,3R,4R)-2-(hydroxymethyl)piperidine-3,4-diol

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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Hangzhou Fandachem Co.,Ltd

FagomineAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

Fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Other

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Henan Kanbei Chemical Co.,LTD

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

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Yuanye Bio-Technology Co., Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:5mg Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by express or by sea Port:Any port

Fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

53185-12-9

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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Hebei Muhuang Technology Co., Ltd

best seller Application:API

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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ZHEJIANG JIUZHOU CHEM CO.,LTD

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

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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HENAN SUNLAKE ENTERPRISE CORPORATION

fagomine Basic information Product Name: fagomine Synonyms: fagomine;(2R)-2-(Hydroxymethyl)piperidine-3β,4α-diol;(2R)-2α-(Hydroxymethyl)piperidine-

fagomine

Cas:53185-12-9

Min.Order:100 Kilogram

Negotiable

Type:Trading Company

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Changzhou Extraordinary Pharmatech co.,LTD

Changzhou Extraordinary Pharmatech co., LTD. As a leading chemical manufacturer and supplier in China.DAS authentication is passed.We can provide the popular precursor chemicals, we have our own strong R & D team, have our own laboratories and fa

Fagomine

Cas:53185-12-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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HuBei Ipure Biotech CO.,ltd

HuBei ipure is a diversified product production and operation enterprise, with API, pharma intermediates, and other fine chemicals as well as R&D and pigments development and sales as one of the large enterprises, with more than 130 acres of pl

(2R,3R,4R)-2-(hydroxymethyl)piperidine-3,4-diol supplier Order 53185-12-9

Cas:53185-12-9

Min.Order:1 Gram

FOB Price: $1.0

Type:Trading Company

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Chemical Technology Co.,LTD

1. Production capacity: we have three production base with high-tech production equipment and instruments, equipped with professional production personnel, meet your requirements.2. Quality assurance: we have a first-class testing equipment and testi

fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Other

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Shanghai united Scientific Co.,Ltd.

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

3,4-Piperidinediol,2-(hydroxymethyl)-, (2R,3R,4R)-

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shaanxi Cuicheng Biomedical Technology Co., Ltd.

Shaanxi Cuicheng Biomedical Technology Co., Ltd. is located in Chuangzhi Industrial Park, Economic and Technological Development Zone, Hanzhong City, Shaanxi Province, China. It is a company specializing in natural medicines and high-throughput scree

Fagomine(53185-12-9)

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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Nanjing Raymon Biotech Co., Ltd.

FagomineAppearance:White powder Storage:keep in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/pharma intermediate Transportation:By Sea,by Air,By courier like DHL or Fedx. Port:Shanghai/Shenzhen

Fagomine

Cas:53185-12-9

Min.Order:0

Negotiable

Type:Trading Company

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Synthetic route

6-[(allyloxycarbonyl)amino]-5,6-dideoxy-2-hexulose

6-[(allyloxycarbonyl)amino]-5,6-dideoxy-2-hexulose

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With triethylsilane; palladium on activated charcoal; hydrogen In ethanol at 20℃;100%
(2R,3R,4R)-benzyl 3,4-bis(benzyloxy)-2-(hydroxymethyl)piperidine-1-carboxylate
1430587-89-5

(2R,3R,4R)-benzyl 3,4-bis(benzyloxy)-2-(hydroxymethyl)piperidine-1-carboxylate

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogenchloride; palladium on activated charcoal; hydrogen In ethanol; water for 12h; Inert atmosphere;95%
(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)piperidine
366815-76-1

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)piperidine

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; acetic acid at 27℃; for 12h;87%
With hydrogenchloride; palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 2585.81 Torr; for 18h;82%
(4aR,8R,8aR)-tert-butyl hexahydro-8-hydroxy-2,2-dimethyl[1,3]dioxino[5,4-b]pyridine-5-carboxylate
768387-41-3

(4aR,8R,8aR)-tert-butyl hexahydro-8-hydroxy-2,2-dimethyl[1,3]dioxino[5,4-b]pyridine-5-carboxylate

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Stage #1: (4aR,8R,8aR)-tert-butyl hexahydro-8-hydroxy-2,2-dimethyl[1,3]dioxino[5,4-b]pyridine-5-carboxylate With hydrogenchloride In methanol; water at 60℃; for 2h;
Stage #2: With DOWEX-50wX8 Further stages.;
83%
With hydrogenchloride In methanol; ethyl acetate for 2h;
(3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxy-2-hexulose
121742-14-1

(3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxy-2-hexulose

A

D-fagomine
53185-12-9

D-fagomine

B

(2S,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol

(2S,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol; water at 20℃; under 2585.81 Torr;A 83%
B n/a
(1S,2R,6R)-2-(tert-butyldiphenylsilanyloxymethyl)-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester
354153-41-6

(1S,2R,6R)-2-(tert-butyldiphenylsilanyloxymethyl)-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester

A

D-fagomine
53185-12-9

D-fagomine

B

(2R,3S,4S)-2-(hydroxymethyl)piperidine-3,4-diol

(2R,3S,4S)-2-(hydroxymethyl)piperidine-3,4-diol

Conditions
ConditionsYield
Stage #1: (1S,2R,6R)-2-(tert-butyldiphenylsilanyloxymethyl)-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester With potassium hydroxide In 1,4-dioxane
Stage #2: With hydrogenchloride In methanol at 60℃; for 1h;
A 17%
B 82%
With sulfuric acid In 1,4-dioxane; waterA 44%
B 33%
With sulfuric acid In 1,4-dioxane; water at 95℃; for 3h;A 44%
B 33%
(2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidin-4-ol
1349697-04-6

(2R,3R,4R)-3-(tert-butyldimethylsilyloxy)-2-((tert-butyldimethylsilyloxy)methyl)piperidin-4-ol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogenchloride; water at 20℃; for 24h;82%
5,6-dideoxy-6(trifluoroacetamido)-D-threo-hexulose
115827-05-9

5,6-dideoxy-6(trifluoroacetamido)-D-threo-hexulose

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With 10 wt% Pd(OH)2 on carbon; hydrogen; potassium carbonate In water under 2585.81 Torr;81%
(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]piperidine
1129725-82-1

(2S,3R,4R)-1-benzyl-3,4-bis(benzyloxy)-2-[(benzyloxy)methyl]piperidine

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 2585.81 Torr; for 24h;80%
(1R,2R,6S)-2-(tert-butyldiphenylsilanyloxymethyl)-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester
354153-40-5

(1R,2R,6S)-2-(tert-butyldiphenylsilanyloxymethyl)-7-oxa-3-azabicyclo[4.1.0]heptane-3-carboxylic acid tert-butyl ester

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With sulfuric acid In 1,4-dioxane; water75%
With sulfuric acid In 1,4-dioxane; water at 95℃; for 3h;75%
4-O-benzyl-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-arabino-hexitol
98260-69-6

4-O-benzyl-N-benzyloxycarbonyl-1,5-imino-1,2,5-trideoxy-D-arabino-hexitol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogen; palladium hydroxide - carbon In ethanol for 12h;74%
With hydrogen; palladium dihydroxide In ethanol
With hydrogen; acetic acid; palladium under 760 Torr; for 18h;
2-Desoxy-L-threo-5-hexulosonitril
143706-32-5

2-Desoxy-L-threo-5-hexulosonitril

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In water; acetic acid under 60004.8 Torr; for 0.266667h; Ambient temperature;70%
(3aR,4R,7aR)-methyl octahydro-1,1,3,3-tetramethyl-6-oxo-[1,2,5]oxadisilolo[3,4-c]pyridine-4-carboxylate
1333312-83-6

(3aR,4R,7aR)-methyl octahydro-1,1,3,3-tetramethyl-6-oxo-[1,2,5]oxadisilolo[3,4-c]pyridine-4-carboxylate

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Stage #1: (3aR,4R,7aR)-methyl octahydro-1,1,3,3-tetramethyl-6-oxo-[1,2,5]oxadisilolo[3,4-c]pyridine-4-carboxylate With lithium aluminium tetrahydride In diethyl ether at 0℃; Reflux; Inert atmosphere;
Stage #2: With potassium hydrogenfluoride; dihydrogen peroxide In tetrahydrofuran; methanol at 60℃; for 15h; Fleming-Tamao oxidation; Inert atmosphere;
68%
1,2,5-trideoxy-4-O-(β-D-glucopyranosyl)-1,5-imino-D-arabinohexitol
104958-79-4

1,2,5-trideoxy-4-O-(β-D-glucopyranosyl)-1,5-imino-D-arabinohexitol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogenchloride at 100℃; for 2h;
(3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxy-2-hexulose
121742-14-1

(3S,4R)-6-[(benzyloxycarbonyl)amino]-5,6-dideoxy-2-hexulose

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol; water under 2585.7 Torr; for 24h; Yield given;
With hydrogen; diethylamine; palladium dihydroxide In methanol; water; N,N-dimethyl-formamide at 20℃; under 20686.5 Torr;
3-[(benzyloxycarbonyl)amino]propanal
65564-05-8

3-[(benzyloxycarbonyl)amino]propanal

FDP

FDP

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Zn2+-FDP aldolase further aldolase; Yield given. Multistep reaction;
(3S)-6-{[(benzyloxy)carbonyl]amino}-5,6-dideoxy-1-O-phosphonohex-2-ulose sodium salt

(3S)-6-{[(benzyloxy)carbonyl]amino}-5,6-dideoxy-1-O-phosphonohex-2-ulose sodium salt

A

D-fagomine
53185-12-9

D-fagomine

B

(2S,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol

(2S,3R,4S)-2-(hydroxymethyl)piperidine-3,4-diol

Conditions
ConditionsYield
Stage #1: (3S)-6-{[(benzyloxy)carbonyl]amino}-5,6-dideoxy-1-O-phosphonohex-2-ulose sodium salt With acid phosphatase EC 3.1.3.2 Acid hydrolysis;
Stage #2: With hydrogen; palladium on activated charcoal In methanol under 2585.81 Torr; for 24h; Further stages. Title compound not separated from byproducts.;
3,4-dibenzyloxy-1,5-imino-1,2,5-trideoxy-D-arabino hexitol
943135-43-1

3,4-dibenzyloxy-1,5-imino-1,2,5-trideoxy-D-arabino hexitol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In acetic acid at 20℃; for 48h;
(2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxy-1-(tert-butyl-dimethylsilyloxy)pentane
943135-45-3

(2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxy-1-(tert-butyl-dimethylsilyloxy)pentane

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: p-TsOH / methanol / 3 h / 20 °C
2.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C
3.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
3.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
4.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
5.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
6.1: O3 / CH2Cl2; methanol / -78 °C
6.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
7.1: aq. HCl / methanol / 5 h / 70 °C
8.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxypentan-1-ol
943135-38-4

(2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxypentan-1-ol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C
2.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
2.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
3.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
4.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
5.1: O3 / CH2Cl2; methanol / -78 °C
5.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
6.1: aq. HCl / methanol / 5 h / 70 °C
7.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(2S,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxypentanal
943135-46-4

(2S,3R)-5-[N-(tert-butoxycarbonyl)amino]-2,3-dibenzyloxypentanal

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
1.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
2.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
3.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
4.1: O3 / CH2Cl2; methanol / -78 °C
4.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
5.1: aq. HCl / methanol / 5 h / 70 °C
6.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
ethyl (4R,5R)-7-[N-(tert-butoxycarbonyl)amino]-4,5-dibenzyloxy-2-heptenoate
943135-42-0

ethyl (4R,5R)-7-[N-(tert-butoxycarbonyl)amino]-4,5-dibenzyloxy-2-heptenoate

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
2.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
3.1: O3 / CH2Cl2; methanol / -78 °C
3.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
4.1: aq. HCl / methanol / 5 h / 70 °C
5.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(4R,5R)-7-[N-(tert-butoxycarbonyl)amino]-4,5-dibenzyloxy-2-hepten-1-ol
943135-39-5

(4R,5R)-7-[N-(tert-butoxycarbonyl)amino]-4,5-dibenzyloxy-2-hepten-1-ol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
2.1: O3 / CH2Cl2; methanol / -78 °C
2.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
3.1: aq. HCl / methanol / 5 h / 70 °C
4.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(2R,3R,4R)-N-tert-butoxycarbonyl-3,4-dibenzyloxy-2-vinylpiperidine
943135-40-8

(2R,3R,4R)-N-tert-butoxycarbonyl-3,4-dibenzyloxy-2-vinylpiperidine

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: O3 / CH2Cl2; methanol / -78 °C
1.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
2.1: aq. HCl / methanol / 5 h / 70 °C
3.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(2R,3R,4R)-(N-tert-butoxycarbonyl-3,4-dibenzyloxy-2-piperidinyl)methanol
943135-41-9

(2R,3R,4R)-(N-tert-butoxycarbonyl-3,4-dibenzyloxy-2-piperidinyl)methanol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. HCl / methanol / 5 h / 70 °C
2: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(E)-tert-butyl (5-hydroxypent-3-en-1-yl)carbamate
333438-48-5

(E)-tert-butyl (5-hydroxypent-3-en-1-yl)carbamate

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: 89 percent / imidazole / dimethylformamide / 3 h / 20 °C
2.1: AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C
3.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
3.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C
4.1: p-TsOH / methanol / 3 h / 20 °C
5.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C
6.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
6.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
7.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
8.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
9.1: O3 / CH2Cl2; methanol / -78 °C
9.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
10.1: aq. HCl / methanol / 5 h / 70 °C
11.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene
943135-37-3

5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)-2-pentene

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C
2.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
2.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C
3.1: p-TsOH / methanol / 3 h / 20 °C
4.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C
5.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
5.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
6.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
7.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
8.1: O3 / CH2Cl2; methanol / -78 °C
8.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
9.1: aq. HCl / methanol / 5 h / 70 °C
10.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)pentan-2,3-diol
943135-44-2

(2R,3R)-5-[N-(tert-butoxycarbonyl)amino]-1-(tert-butyl-dimethylsilyloxy)pentan-2,3-diol

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
1.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C
2.1: p-TsOH / methanol / 3 h / 20 °C
3.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C
4.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
4.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
5.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
6.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
7.1: O3 / CH2Cl2; methanol / -78 °C
7.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
8.1: aq. HCl / methanol / 5 h / 70 °C
9.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
ethyl (E)-5-(tert-butoxycarbonylamino)pent-2-enoate
878003-30-6

ethyl (E)-5-(tert-butoxycarbonylamino)pent-2-enoate

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 12 steps
1.1: 99 percent / DIBAL-H / tetrahydrofuran; hexane / 2 h / -78 °C
2.1: 89 percent / imidazole / dimethylformamide / 3 h / 20 °C
3.1: AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C
4.1: NaH / tetrahydrofuran / 1.5 h / 0 °C
4.2: tetrabutylammonium iodide / tetrahydrofuran / 4 h / 20 °C
5.1: p-TsOH / methanol / 3 h / 20 °C
6.1: IBX / tetrahydrofuran; dimethylsulfoxide / 4 h / 20 °C
7.1: NaH / tetrahydrofuran / 0.17 h / 0 °C
7.2: 2.86 g / tetrahydrofuran / 0.5 h / Heating
8.1: DIBAL-H / tetrahydrofuran / 5 h / 20 °C
9.1: PdCl2(MeCN)2 / tetrahydrofuran / 3 h / 20 °C
10.1: O3 / CH2Cl2; methanol / -78 °C
10.2: NaBH4 / CH2Cl2; methanol / -78 - 20 °C
11.1: aq. HCl / methanol / 5 h / 70 °C
12.1: H2 / Pd/C / acetic acid / 48 h / 20 °C
View Scheme
(4aR,8aS)-2,2-dimethyl-4,4a,6,8a-tetrahydro[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid tert-butyl ester
768387-38-8

(4aR,8aS)-2,2-dimethyl-4,4a,6,8a-tetrahydro[1,3]dioxino[5,4-b]pyridine-5-carboxylic acid tert-butyl ester

D-fagomine
53185-12-9

D-fagomine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 45 percent / Na2EDTA; CF3COCH3; NaHCO3 / Oxone / acetonitrile / 1.5 h / 0 °C
2.1: 78 percent / Super-Hydride / tetrahydrofuran / 3 h / 0 °C
3.1: HCl / methanol; H2O / 2 h / 60 °C
3.2: 83 percent / DOWEX-50wX8
View Scheme
Multi-step reaction with 3 steps
1: oxone(R); 1,1,1-trifluoro-2-propanone; edetate disodium; sodium hydrogencarbonate / acetonitrile / 1 h / 0 °C
2: lithium triethylborohydride / tetrahydrofuran / 0 °C
3: hydrogenchloride / methanol; ethyl acetate / 2 h
View Scheme
D-fagomine
53185-12-9

D-fagomine

butyl isothiocyanate
592-82-5

butyl isothiocyanate

N-(N'-butylthiocarbamoyl)-D-fagomine

N-(N'-butylthiocarbamoyl)-D-fagomine

Conditions
ConditionsYield
With pyridine; triethylamine at 20℃; for 18h;93%
C19H35NO2S

C19H35NO2S

D-fagomine
53185-12-9

D-fagomine

N-[N'-(16-acetoxyhexadecyl)thiocarbamoyl]-D-fagomine

N-[N'-(16-acetoxyhexadecyl)thiocarbamoyl]-D-fagomine

Conditions
ConditionsYield
With pyridine; triethylamine at 20℃; for 18h;88%
1-heptyl isothiocyanate
4426-83-9

1-heptyl isothiocyanate

D-fagomine
53185-12-9

D-fagomine

N-(N'-octythiocarbamoyl)-D-fagomine

N-(N'-octythiocarbamoyl)-D-fagomine

Conditions
ConditionsYield
With pyridine; triethylamine at 20℃; for 18h;80%
D-fagomine
53185-12-9

D-fagomine

(2R,3R,4R)-N-benzyloxycarbonyl-3,4-dihydroxy-2-((phenylamino)methyl)pyrrolidine
129492-51-9, 129492-77-9

(2R,3R,4R)-N-benzyloxycarbonyl-3,4-dihydroxy-2-((phenylamino)methyl)pyrrolidine

(2R,3R,4R)-N-benzyloxycarbonyl-2-(((2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)piperidin-1-yl)methyl)-3,4-dihydroxypyrrolidine
1427173-81-6

(2R,3R,4R)-N-benzyloxycarbonyl-2-(((2R,3R,4R)-3,4-dihydroxy-2-(hydroxymethyl)piperidin-1-yl)methyl)-3,4-dihydroxypyrrolidine

Conditions
ConditionsYield
With acetic acid In methanol at 20℃; for 2h;52%
D-fagomine
53185-12-9

D-fagomine

butyraldehyde
123-72-8

butyraldehyde

(2R,3R,4R)-1-butyl-2-(hydroxymethyl)piperidine-3,4-diol

(2R,3R,4R)-1-butyl-2-(hydroxymethyl)piperidine-3,4-diol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol; water at 20℃; under 2585.81 Torr;47%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

D-fagomine
53185-12-9

D-fagomine

benzyl chloroformate
501-53-1

benzyl chloroformate

4,6-O-benzylidene-N-(benzyloxycarbonyl)fagomine

4,6-O-benzylidene-N-(benzyloxycarbonyl)fagomine

Conditions
ConditionsYield
With sodium hydrogencarbonate; toluene-4-sulfonic acid 1.) toluene, water, 0 deg C to 20 deg C, 4 h, 2.) DMF, 60 deg C, 1 h; Yield given. Multistep reaction;

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