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Wuhan Han Sheng New Material Technology Co.,Ltd

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

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specializ

Largazole

Cas:1009815-87-5

Min.Order:1 Gram

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Qingdao Beluga Import and Export Co., LTD

Largazole CAS:1009815-87-5 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

Largazole CAS:1009815-87-5

Cas:1009815-87-5

Min.Order:1 Gram

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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

Largazole

Cas:1009815-87-5

Min.Order:1 Kilogram

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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

Largazole

Cas:1009815-87-5

Min.Order:0

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Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Largazole

Cas:1009815-87-5

Min.Order:0

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Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

Largazole

Cas:1009815-87-5

Min.Order:10 Gram

FOB Price: $100.0

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SHANGHAI SYSTEAM BIOCHEM CO., LTD

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

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:100 Gram

FOB Price: $100.0 / 2000.0

Type:Lab/Research institutions

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Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

Best OfferLargazole

Cas:1009815-87-5

Min.Order:0

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EAST CHEMSOURCES LIMITED

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

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology Co., LTD is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemicals. W

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:1 Gram

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KAISA GROUP INC

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

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

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Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

Largazole

Cas:1009815-87-5

Min.Order:1 Kilogram

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Type:Other

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Bluecrystal chem-union

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

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:1 Metric Ton

FOB Price: $1.0

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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.

Largazole

Cas:1009815-87-5

Min.Order:0

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Type:Lab/Research institutions

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Xian Changyue Biological Technology Co., Ltd.

best seller Application:API

Largazole

Cas:1009815-87-5

Min.Order:0

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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

Largazole

Cas:1009815-87-5

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BOC Sciences

GMP factory Packing with pallet as buyer's special request Best service after shipment with e-mail Cargos together with container sales seervice available Api, inhibitor, and fine chemicals for more than 6 years. Application:I

Largazole cas 1009815-87-5

Cas:1009815-87-5

Min.Order:0 Metric Ton

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Hubei Langyou International Trading Co., Ltd

Largazole CAS NO.1009815-87-5 Application:Largazole CAS NO.1009815-87-5

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:0

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Type:Other

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DB BIOTECH CO., LTD

best seller Application:API

Largazole

Cas:1009815-87-5

Min.Order:0

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Type:Trading Company

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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

Largazole

Cas:1009815-87-5

Min.Order:0

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Type:Lab/Research institutions

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Hebei Quanhe Biotechnology Co. LTD

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

Largazole

Cas:1009815-87-5

Min.Order:0

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Hangzhou ZeErRui Chemical Co., Ltd.

Hangzhou ZeErRui Chemical Co., Ltd. is focused on customization, research and development and production of APIs and advanced intermediates, which can effectively compensate for the deficiencies of traditional CRO and CMO. Priority of high-tech barri

Largazole

Cas:1009815-87-5

Min.Order:0

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Hunan Longxianng Runhui Trading Co.,Ltd

Largazole CAS NO.1009815-87-5Appearance:off-white fine crystalline powder Storage:Dry and ventilated Package:Standard or as customer's require Application:intermediates Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:0

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Shanghai Chinqesen Biotechnology Co., Ltd.

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

1009815-87-5

Cas:1009815-87-5

Min.Order:0

Negotiable

Type:Trading Company

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Saiwante (shanghai) New Material Technology Co., Ltd.

Stable supply of goods and provision of high-quality services Application:As raw materials in the field of medicine and biology

Largazole CAS NO.1009815-87-5

Cas:1009815-87-5

Min.Order:0

Negotiable

Type:Trading Company

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Hebei Muhuang Technology Co., Ltd

best seller Application:API

Largazole

Cas:1009815-87-5

Min.Order:0

Negotiable

Type:Trading Company

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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 plant

Largazole

Cas:1009815-87-5

Min.Order:1 Gram

FOB Price: $1.0

Type:Trading Company

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Chengdu Push Bio-technology Co., Ltd

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

Largazole

Cas:1009815-87-5

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

Largazole

Cas:1009815-87-5

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Synthetic route

Largazole thiol
1033814-08-2

Largazole thiol

n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;94%
With triethylamine In dichloromethane at 0 - 20℃;94%
Stage #1: Largazole thiol With chlorotriisopropylsilane; triethylamine; trifluoroacetic acid In dichloromethane
Stage #2: n-octanoic acid chloride With triethylamine In dichloromethane at 20℃; for 2h;
94%
C58H64N4O8S3
1263375-82-1

C58H64N4O8S3

A

largazole
1009815-87-5

largazole

B

2-epi-largazole
1196806-45-7

2-epi-largazole

Conditions
ConditionsYield
Stage #1: C58H64N4O8S3 With diethylamine In dichloromethane at 20 - 25℃; for 3h; Inert atmosphere;
Stage #2: With 1-hydroxy-7-azabenzotriazole; N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20 - 25℃; for 12h; Inert atmosphere;
A 29%
B 43%
Multi-step reaction with 2 steps
1.1: diethylamine / dichloromethane / 3 h / 20 - 25 °C
2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 20 - 25 °C
2.2: 12 h / 20 - 25 °C
View Scheme
octanethioic S-acid
7530-92-9

octanethioic S-acid

(5R,8S,11S)-11-((E)-4-chlorobut-1-en-1-yl)-8-isopropyl-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione

(5R,8S,11S)-11-((E)-4-chlorobut-1-en-1-yl)-8-isopropyl-5-methyl-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 25℃; for 16h; Inert atmosphere;42%
S-but-3-enyl octanethionate
1033813-95-4

S-but-3-enyl octanethionate

C19H24N4O4S2
1033813-96-5

C19H24N4O4S2

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 110℃; for 4h;41%
Stage #1: S-but-3-enyl octanethionate; C19H24N4O4S2; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 110℃; for 4h;
Stage #2: With dimethyl sulfoxide In toluene at 20℃;
41%
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In toluene at 60℃; for 24h; Inert atmosphere;34%
With Hoveyda-Grubbs catalyst second generation In 1,2-dichloro-ethane at 90℃; Inert atmosphere; Sealed tube;27%
S-but-3-enyl octanethionate
1033813-95-4

S-but-3-enyl octanethionate

C19H24N4O4S2
1033813-96-5

C19H24N4O4S2

A

largazole
1009815-87-5

largazole

B

largazole

largazole

Conditions
ConditionsYield
With 1,3-bis-(2,4,6-trimethylphenyl)-2-(imidazolidinylidene)dichloro(5-nitro-2-isopropoxyphenylmethylene)ruthenium In 1,2-dichloro-ethane at 90℃; for 12h; Inert atmosphere; optical yield given as %de; stereoselective reaction;
C29H44N4O6S3

C29H44N4O6S3

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
With HOAt; 2-(1H-benzotriazole-1-yL)-1,1,3,3-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 23℃; for 4h;6.3 mg
C29H44N4O6S3

C29H44N4O6S3

A

largazole
1009815-87-5

largazole

B

largazole

largazole

Conditions
ConditionsYield
With 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 48h;A 20 mg
B 2 mg
C43H54N4O6S3

C43H54N4O6S3

A

largazole
1009815-87-5

largazole

B

2-epi-largazole
1196806-45-7

2-epi-largazole

Conditions
ConditionsYield
Stage #1: C43H54N4O6S3 With N-ethyl-N,N-diisopropylamine In dichloromethane at 20 - 25℃; for 0.166667h;
Stage #2: With 1-hydroxy-7-aza-benzotriazole; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 25℃; for 12h;
A 1.2 mg
B 1.8 mg
methyl 2-(tert-butoxycarbonylaminomethyl)thiazole-4-carboxylate
297165-32-3

methyl 2-(tert-butoxycarbonylaminomethyl)thiazole-4-carboxylate

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: lithium hydroxide / tetrahydrofuran; water / 0 - 20 °C
1.2: pH 1 - 2
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 0.17 h
3.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 °C
4.1: sodium hydrogencarbonate / methanol / 2 h / 70 °C / pH 6 / aq. phosphate buffer
5.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
5.2: 0 - 20 °C
6.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
7.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
8.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
9.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
(R)-2-(2-((tert-butoxycarbonylamino)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylic acid
1033814-13-9

(R)-2-(2-((tert-butoxycarbonylamino)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylic acid

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
1.2: 0 - 20 °C
2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
3.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
4.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: hydrogenchloride / 0.08 h
2.1: dmap / dichloromethane / 0.08 h
2.2: 1 h
3.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
3.2: 0 - 20 °C
4.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
5.1: diethylamine / dichloromethane / 3 h / 20 °C
6.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
7.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
8.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate
1137735-74-0

(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-amino-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
1.2: 0 - 20 °C
2.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
3.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
4.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
5.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4-methyl-4,5-dihydro[2,4'-bithiazole]-4-carboxamido)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate
1043577-34-9

(S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4-methyl-4,5-dihydro[2,4'-bithiazole]-4-carboxamido)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
2: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
3: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
4: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
C40H44N4O5S3

C40H44N4O5S3

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
2: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
3: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
(5R,8S,11S)-8-isopropyl-5-methyl-11-((E)-4-(tritylthio)but-1-en-1-yl)-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione
1043577-37-2

(5R,8S,11S)-8-isopropyl-5-methyl-11-((E)-4-(tritylthio)but-1-en-1-yl)-10-oxa-3,17-dithia-7,14,19,20-tetraazatricyclo[14.2.1.12,5]icosa-1(18),2(20),16(19)-triene-6,9,13-trione

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
2: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
2: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: dichloromethane / 2 h / 20 °C
2.1: trifluoroacetic acid; chlorotriisopropylsilane; triethylamine / dichloromethane
2.2: 2 h / 20 °C
View Scheme
C51H57NO5SSi

C51H57NO5SSi

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: diethylamine / acetonitrile / 2 h
2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
2.2: 0 - 20 °C
3.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
4.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
5.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
6.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid
71904-80-8

2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 0.17 h
2.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 °C
3.1: sodium hydrogencarbonate / methanol / 2 h / 70 °C / pH 6 / aq. phosphate buffer
4.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
4.2: 0 - 20 °C
5.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
6.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
7.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
8.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 11 steps
1.1: chloroformic acid ethyl ester; triethylamine / tetrahydrofuran / 0.5 h / 0 °C
1.2: 2 h / 20 °C
2.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1 h / 0 - 20 °C
3.1: sodium hydrogencarbonate / methanol / 1 h / 70 °C / pH 5.95 / Inert atmosphere; phosphate buffer
4.1: hydrogenchloride / 0.08 h
5.1: dmap / dichloromethane / 0.08 h
5.2: 1 h
6.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
6.2: 0 - 20 °C
7.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
8.1: diethylamine / dichloromethane / 3 h / 20 °C
9.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
10.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
11.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
2-(tert-butoxycarbonylaminomethyl)-1,3-thiazole-4-carboxamide
182120-82-7

2-(tert-butoxycarbonylaminomethyl)-1,3-thiazole-4-carboxamide

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 0 °C
2.1: sodium hydrogencarbonate / methanol / 2 h / 70 °C / pH 6 / aq. phosphate buffer
3.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
3.2: 0 - 20 °C
4.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
5.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
6.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
7.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 10 steps
1.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1 h / 0 - 20 °C
2.1: sodium hydrogencarbonate / methanol / 1 h / 70 °C / pH 5.95 / Inert atmosphere; phosphate buffer
3.1: hydrogenchloride / 0.08 h
4.1: dmap / dichloromethane / 0.08 h
4.2: 1 h
5.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
5.2: 0 - 20 °C
6.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
7.1: diethylamine / dichloromethane / 3 h / 20 °C
8.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
9.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
10.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
2-[N-(tert-butoxycarbonyl)aminomethyl]thiazole-4-carbonitrile
251294-64-1

2-[N-(tert-butoxycarbonyl)aminomethyl]thiazole-4-carbonitrile

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sodium hydrogencarbonate / methanol / 2 h / 70 °C / pH 6 / aq. phosphate buffer
2.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C
2.2: 0 - 20 °C
3.1: trifluoroacetic acid / dichloromethane / 0 - 20 °C
4.1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane; acetonitrile
5.1: triethylsilane; trifluoroacetic anhydride / 2 h / 0 - 20 °C
6.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C
View Scheme
Multi-step reaction with 9 steps
1.1: sodium hydrogencarbonate / methanol / 1 h / 70 °C / pH 5.95 / Inert atmosphere; phosphate buffer
2.1: hydrogenchloride / 0.08 h
3.1: dmap / dichloromethane / 0.08 h
3.2: 1 h
4.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
4.2: 0 - 20 °C
5.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
6.1: diethylamine / dichloromethane / 3 h / 20 °C
7.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
8.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
9.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: triethylamine / 72 h / 50 °C
2.1: dichloromethane / 1 h / 25 °C
3.1: dmap / dichloromethane / 1 h / 25 °C
4.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1 h / 0 °C
4.2: 10 h / 25 °C
5.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 0 °C
5.2: pH 3
6.1: dichloromethane / 2 h / 25 °C
7.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 24 h / 25 °C
8.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4 h / 110 °C
8.2: 20 °C
View Scheme
C55H54N4O7S3
1092363-38-6

C55H54N4O7S3

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: diethylamine / dichloromethane / 3 h / 20 °C
2: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
3: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
4: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
C40H44N4O5S3
1191242-43-9

C40H44N4O5S3

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
2: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
3: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
(R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate
1092363-37-5

(R)-methyl 2-(2-(((3S,4E)-3-hydroxy-7-(tritylthio)hept-4-enamido)methyl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
1.2: 0 - 20 °C
2.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
3.1: diethylamine / dichloromethane / 3 h / 20 °C
4.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
5.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
(4R)-methyl 2-(2-((8S)-1-(9H-fluoren-9-yl)-5-isopropyl-3,6,10-trioxo-8-((E)-4-(tritylthio)-but-1-enyl)-2,7-dioxa-4,11-diazadodecan-12-yl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate
1092363-40-0

(4R)-methyl 2-(2-((8S)-1-(9H-fluoren-9-yl)-5-isopropyl-3,6,10-trioxo-8-((E)-4-(tritylthio)-but-1-enyl)-2,7-dioxa-4,11-diazadodecan-12-yl)thiazol-4-yl)-4-methyl-4,5-dihydrothiazole-4-carboxylate

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
2: diethylamine / dichloromethane / 3 h / 20 °C
3: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
4: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
5: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
C10H13N3O2S2*ClH

C10H13N3O2S2*ClH

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: dmap / dichloromethane / 0.08 h
1.2: 1 h
2.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
2.2: 0 - 20 °C
3.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
4.1: diethylamine / dichloromethane / 3 h / 20 °C
5.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
6.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
Fmoc-Val-OH
68858-20-8

Fmoc-Val-OH

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
1.2: 0 - 20 °C
2.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
3.1: diethylamine / dichloromethane / 3 h / 20 °C
4.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
5.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
6.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C
2.1: diethylamine / acetonitrile / 2 h
2.2: 2 h
3.1: trifluoroacetic acid / dichloromethane / 20 °C
3.2: 16 h
4.1: dichloromethane / 2 h / 20 °C
5.1: trifluoroacetic acid; chlorotriisopropylsilane; triethylamine / dichloromethane
5.2: 2 h / 20 °C
View Scheme
(2E)-5-[(triphenylmethyl)thio]-2-pentenal
180973-22-2

(2E)-5-[(triphenylmethyl)thio]-2-pentenal

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: titanium tetrachloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / -78 °C
1.2: 1 h / -78 °C
2.1: dmap / dichloromethane / 0.08 h
2.2: 1 h
3.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
3.2: 0 - 20 °C
4.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
5.1: diethylamine / dichloromethane / 3 h / 20 °C
6.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
7.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
8.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane / -78 °C
2.1: 1H-imidazole / dichloromethane / 20 °C
2.2: 18 h
3.1: diethylamine / acetonitrile / 2 h
3.2: 2 h
4.1: trifluoroacetic acid / dichloromethane / 20 °C
4.2: 16 h
5.1: dichloromethane / 2 h / 20 °C
6.1: trifluoroacetic acid; chlorotriisopropylsilane; triethylamine / dichloromethane
6.2: 2 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: N-ethyl-N,N-diisopropylamine; titanium tetrachloride / dichloromethane
2.1: 1H-imidazole / dichloromethane / 20 °C
2.2: 18 h
3.1: diethylamine / acetonitrile / 2 h
3.2: 2 h
4.1: trifluoroacetic acid / dichloromethane / 20 °C
4.2: 16 h
5.1: dichloromethane / 2 h / 20 °C
6.1: trifluoroacetic acid; chlorotriisopropylsilane; triethylamine / dichloromethane
6.2: 2 h / 20 °C
View Scheme
(3S,4E)-3-hydroxy-1-((4R)-4-isopropyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanyl-hept-4-en-1-one
663918-95-4

(3S,4E)-3-hydroxy-1-((4R)-4-isopropyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanyl-hept-4-en-1-one

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: dmap / dichloromethane / 0.08 h
1.2: 1 h
2.1: dmap; 2,4,6-trichlorobenzoyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 1 h / 0 °C
2.2: 0 - 20 °C
3.1: lithium hydroxide / tetrahydrofuran; water / 1.25 h / 0 °C
4.1: diethylamine / dichloromethane / 3 h / 20 °C
5.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 30 h / 20 °C
6.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 3 h / 0 - 20 °C
7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 4 h / 0 - 20 °C
View Scheme
C2HF3O2*C10H13N3O2S2
1033814-01-5

C2HF3O2*C10H13N3O2S2

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: dmap / dichloromethane / 1 h / 25 °C
2.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1 h / 0 °C
2.2: 10 h / 25 °C
3.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 0 °C
3.2: pH 3
4.1: dichloromethane / 2 h / 25 °C
5.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 24 h / 25 °C
6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4 h / 110 °C
6.2: 20 °C
View Scheme
C15H19N3O4S2
1033814-02-6

C15H19N3O4S2

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine; 2,4,6-trichlorobenzoyl chloride / tetrahydrofuran / 1 h / 0 °C
1.2: 10 h / 25 °C
2.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 0 °C
2.2: pH 3
3.1: dichloromethane / 2 h / 25 °C
4.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 24 h / 25 °C
5.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4 h / 110 °C
5.2: 20 °C
View Scheme
C25H36N4O7S2
1033814-03-7

C25H36N4O7S2

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: water; lithium hydroxide / tetrahydrofuran / 3 h / 0 °C
1.2: pH 3
2.1: dichloromethane / 2 h / 25 °C
3.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 24 h / 25 °C
4.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4 h / 110 °C
4.2: 20 °C
View Scheme
C24H34N4O7S2
1033814-04-8

C24H34N4O7S2

largazole
1009815-87-5

largazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dichloromethane / 2 h / 25 °C
2.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; HATU / dichloromethane / 24 h / 25 °C
3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / toluene / 4 h / 110 °C
3.2: 20 °C
View Scheme
largazole
1009815-87-5

largazole

Largazole thiol
1033814-08-2

Largazole thiol

Conditions
ConditionsYield
With ammonia In water; acetonitrile at 20℃; for 18h;70%
With ammonia In water; acetonitrile at 25℃; for 18h;70%
largazole
1009815-87-5

largazole

A

D-Val-OH
640-68-6

D-Val-OH

B

L-valine
72-18-4

L-valine

C

(S)-Malic acid
97-67-6

(S)-Malic acid

D

D(S)-2-methylcysteic acid
1127229-10-0

D(S)-2-methylcysteic acid

E

2-methylcysteic acid
1127229-09-7

2-methylcysteic acid

F

glycine
56-40-6

glycine

Conditions
ConditionsYield
Stage #1: largazole With ozone In dichloromethane at 25℃; for 0.5h;
Stage #2: With formic acid; dihydrogen peroxide at 70℃; for 0.333333h;
Stage #3: With hydrogenchloride; water at 110℃; for 24h;

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