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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

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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Qingdao Beluga Import and Export Co., LTD

(3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione CAS:28092-52-6 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermed

(3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione CAS:28092-52-6

Cas:28092-52-6

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

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:1 Kilogram

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

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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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

(3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Cas:28092-52-6

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.

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Nanjing HuaNuo Bio-Pharmacuetical Co.,Ltd

Independent research and development of impurities, familiar with the market and impurity characteristics; We can ship out on the same day if the products are in stock; Focus on impurity development of new products in the market; Expert in customizi

Biotin Impurity 1

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:0

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Hangzhou Fandachem Co.,Ltd

(3AS-CIS)-1,3-DIBENZYLTETRAHYDRO-1H-THIENO[3,4-D]IMIDAZOLE-2,4-DIONECASAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:intermediate Transportation:by air, by sea, by express

(3AS-CIS)-1,3-DIBENZYLTETRAHYDRO-1H-THIENO[3,4-D]IMIDAZOLE-2,4-DIONECAS

Cas:28092-52-6

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

(3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Shanghai Chinqesen Biotechnology Co., Ltd.

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

28092-52-6

Cas:28092-52-6

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

(3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Trading Company

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Nanjing Raymon Biotech Co., Ltd.

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)- 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 c

1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS,6aR)-

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Trading Company

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Hebei Ruishun Trade Co.,Ltd

Supply top quality products with a reasonable price Application:api

28092-52-6

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Trading Company

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Shenzhen Sumshine Biotech Co., Ltd.

1. Our staff are all biomedical related majors with rich experience in the pharmaceutical industry, and can provide you with more professional services.2. Our supplier has a good quality management system, and the quality of products is reliable and

Biotin Impurity 16

Cas:28092-52-6

Min.Order:0

Negotiable

Type:Trading Company

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View More

Synthetic route

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione
28092-62-8

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-furo[3,4-d]imidazole-2,4-dione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
With ammonium xanthate at 120℃; for 9h; Reagent/catalyst; Temperature; Inert atmosphere;98%
With sodium thioacetate In N,N-dimethyl-formamide at 130℃; for 6h; Temperature; Solvent; Reagent/catalyst; Inert atmosphere;96.5%
With tiolacetic acid; potassium hydroxide In N,N-dimethyl-formamide; benzene at -10 - 70℃; for 2h; Inert atmosphere;94%
(4R,5R)-1,3-dibenzyl-5-(mercaptomethyl)imidazolidin-2-one-4-carboxylic acid
112878-95-2

(4R,5R)-1,3-dibenzyl-5-(mercaptomethyl)imidazolidin-2-one-4-carboxylic acid

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
With pyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid In chloroform for 5h; Heating;93%
With pyridine; dicyclohexyl-carbodiimide; trifluoroacetic acid In chloroform at 10℃; for 1h;80%
With pyridine; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In toluene at 25 - 62℃; for 20h;75%
(2S)-2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetamide hydrochloride

(2S)-2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetamide hydrochloride

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 5h;91%
In DMF (N,N-dimethyl-formamide) at 100℃; for 3h;n/a
cis-1,3-Dibenzyltetrahydro-2H-thieno[3,4-d]imidazole-2,4,6-trione
324012-37-5

cis-1,3-Dibenzyltetrahydro-2H-thieno[3,4-d]imidazole-2,4,6-trione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
With (R)-BINAL-H In tetrahydrofuran at -78℃; for 6h; Reduction;83%
(4R,5R)-1,3-dibenzyl-3,3a,6,6a-tetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
541508-62-7

(4R,5R)-1,3-dibenzyl-3,3a,6,6a-tetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
With pyridine In chloroform at 25℃; for 23h;75%
With pyridine In chloroform at 60℃; for 6h;88.1 g
In pyridine; chloroform at 20℃; for 23h;
C21H23IN2O3

C21H23IN2O3

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
With HNaS*(x)H2O In N,N-dimethyl-formamide at 20℃; for 17h; Inert atmosphere;60%
(+)-<3aS-(3α,4α,6aα)>-1,3-dibenzyl-3a,4,6,6a-tetrahydro-4-hydroxy-1H-thieno<3,4-d>imidazol-2(3H)-one
132203-12-4

(+)-<3aS-(3α,4α,6aα)>-1,3-dibenzyl-3a,4,6,6a-tetrahydro-4-hydroxy-1H-thieno<3,4-d>imidazol-2(3H)-one

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride 1.) dichloromethane, -78 deg C, 1 h, then -60 deg C, 1 h, 2.) -78 deg C, 5 min, then warming to room temperature over 1.5 h; Yield given. Multistep reaction;
With acetic anhydride; dimethyl sulfoxide at 50℃; for 1.5h; Yield given;
With dimethyl sulfoxide; triethylamine; trifluoroacetic anhydride Multistep reaction;
2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetonitrile
777940-99-5

2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetonitrile

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / aq. H2O2; K2CO3 / dimethylsulfoxide; CH2Cl2 / 6 h / 20 °C
2: dimethylformamide / 1 h / 90 °C
3: 95.1 g / aq. HCl / dimethylformamide / 3 h / 90 °C
4: 80 percent / pyridine; TFA; DCC / CHCl3 / 1 h / 10 °C
View Scheme
Multi-step reaction with 5 steps
1: 93 percent / aq. H2O2; K2CO3 / dimethylsulfoxide; CH2Cl2 / 6 h / 20 °C
2: dimethylformamide / 1 h / 90 °C
3: 95.1 g / aq. HCl / dimethylformamide / 3 h / 90 °C
4: 42 percent / pyridine; TFA; DCC / CHCl3 / 1 h / 25 °C
5: 75 percent / pyridine / CHCl3 / 23 h / 25 °C
View Scheme
(2R)-2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetamide
541508-59-2

(2R)-2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetamide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dimethylformamide / 1 h / 90 °C
2: 95.1 g / aq. HCl / dimethylformamide / 3 h / 90 °C
3: 80 percent / pyridine; TFA; DCC / CHCl3 / 1 h / 10 °C
View Scheme
Multi-step reaction with 4 steps
1: dimethylformamide / 1 h / 90 °C
2: 95.1 g / aq. HCl / dimethylformamide / 3 h / 90 °C
3: 42 percent / pyridine; TFA; DCC / CHCl3 / 1 h / 25 °C
4: 75 percent / pyridine / CHCl3 / 23 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1.1: dimethylformamide / 1 h / 90 °C
1.2: 95 percent / HCl
2.1: 93 percent / DCC; pyridine; TFA / CHCl3 / 5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: dimethylformamide / 1 h / 90 °C
2: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C
3: DCC; pyridine; TFA / CHCl3 / 1 h / 10 °C
4: 88.1 g / pyridine / CHCl3 / 6 h / 60 °C
View Scheme
(4R,5R)-1,3-dibenzyl-2-oxo-5-(mercaptomethyl)imidazolidin-4-carboxamide
541508-64-9

(4R,5R)-1,3-dibenzyl-2-oxo-5-(mercaptomethyl)imidazolidin-4-carboxamide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95.1 g / aq. HCl / dimethylformamide / 3 h / 90 °C
2: 80 percent / pyridine; TFA; DCC / CHCl3 / 1 h / 10 °C
View Scheme
Multi-step reaction with 3 steps
1: 95.1 g / aq. HCl / dimethylformamide / 3 h / 90 °C
2: 42 percent / pyridine; TFA; DCC / CHCl3 / 1 h / 25 °C
3: 75 percent / pyridine / CHCl3 / 23 h / 25 °C
View Scheme
Multi-step reaction with 2 steps
1: 0.44 g / aq. HCl / acetic acid / 2 h / 110 °C
2: 75 percent / p-TsOH*H2O; DCC; pyridine / toluene / 20 h / 25 - 62 °C
View Scheme
Multi-step reaction with 3 steps
1: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C
2: DCC; pyridine; TFA / CHCl3 / 1 h / 10 °C
3: 88.1 g / pyridine / CHCl3 / 6 h / 60 °C
View Scheme
(4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione
26339-42-4

(4S,5R)-1,3-dibenzyl-1H-furo[3,4-d]imidazole-2,4,6-trione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 90 percent / toluene / 5 h / Heating
2.1: 82 percent / BF3*Et2O; NaH; chiral polymer-supported oxazaborolidine / tetrahydrofuran / 3 h / Heating
3.1: NaBH4 / ethanol / 4 h / 50 °C
3.2: 90 percent / aq. H2SO4 / ethanol / 1 h / 80 °C
4.1: 82 percent / potassium n-butylthioxanthogenate / N,N-dimethyl-acetamide / 6 h / 125 °C
View Scheme
Multi-step reaction with 4 steps
1: 3-(3,5-bis-trifluoromethyl-phenylamino)-4-{[(S)-(6-methoxy-quinolin-4-yl)-((R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methyl]-amino}-cyclobut-3-ene-1,2-dione / tert-butyl methyl ether / 24 h / 25 °C / Inert atmosphere
2: calcium chloride / ethanol / 0 - 25 °C / Inert atmosphere
3: hydrogenchloride / water / 0.5 h / 55 °C / Inert atmosphere
4: thiobenzoic acid potassium salt / N,N-dimethyl-formamide / 2 h / 150 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1: C27H36N4OS / tert-butyl methyl ether / 10 h / 25 °C / Inert atmosphere
2: potassium borohydride; lithium bromide / tetrahydrofuran / 7 h / 40 °C / Inert atmosphere
3: N,N-dimethyl acetamide / 6 h / 125 °C / Inert atmosphere
View Scheme
benzylamine
100-46-9

benzylamine

polymer-supported formate

polymer-supported formate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 90 percent / toluene / 5 h / Heating
2.1: 82 percent / BF3*Et2O; NaH; chiral polymer-supported oxazaborolidine / tetrahydrofuran / 3 h / Heating
3.1: NaBH4 / ethanol / 4 h / 50 °C
3.2: 90 percent / aq. H2SO4 / ethanol / 1 h / 80 °C
4.1: 82 percent / potassium n-butylthioxanthogenate / N,N-dimethyl-acetamide / 6 h / 125 °C
View Scheme
(3aS,6R,6aR)-1,3,5-tribenzyl-6-hydroxytetrahydro-4H-pyrrolo[3,4-d]imidazole-2,4(1H)-dione
634188-84-4

(3aS,6R,6aR)-1,3,5-tribenzyl-6-hydroxytetrahydro-4H-pyrrolo[3,4-d]imidazole-2,4(1H)-dione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: NaBH4 / ethanol / 4 h / 50 °C
1.2: 90 percent / aq. H2SO4 / ethanol / 1 h / 80 °C
2.1: 82 percent / potassium n-butylthioxanthogenate / N,N-dimethyl-acetamide / 6 h / 125 °C
View Scheme
Multi-step reaction with 2 steps
1.1: KBH4; CaCl2 / ethanol / 4 h / 20 °C
1.2: 85 percent / HCl / ethanol; H2O / 0.75 h / 55 - 60 °C
2.1: 88 percent / CH3SC(S)SK / 6 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1.1: KBH4; LiCl / tetrahydrofuran / 2 h / 20 °C
1.2: 90 percent / aq. HCl / tetrahydrofuran / 0.5 h / 55 °C
2.1: 93 percent / potassium ethylthioxanthogenate / dimethylformamide / 3 h / 125 °C
View Scheme
1,3,5-tribenzyl-2,4,6-trioxopyrrolo<3,4-d>imidazoline
26511-17-1

1,3,5-tribenzyl-2,4,6-trioxopyrrolo<3,4-d>imidazoline

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 82 percent / BF3*Et2O; NaH; chiral polymer-supported oxazaborolidine / tetrahydrofuran / 3 h / Heating
2.1: NaBH4 / ethanol / 4 h / 50 °C
2.2: 90 percent / aq. H2SO4 / ethanol / 1 h / 80 °C
3.1: 82 percent / potassium n-butylthioxanthogenate / N,N-dimethyl-acetamide / 6 h / 125 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 85 percent / LiH; (1S,2S)-1-(4-NO2C6H4)-2-NH2-3-(triphenylmethoxy)propan-1-ol; BF3*Et2O / tetrahydrofuran / Heating
2.1: KBH4; CaCl2 / ethanol / 4 h / 20 °C
2.2: 85 percent / HCl / ethanol; H2O / 0.75 h / 55 - 60 °C
3.1: 88 percent / CH3SC(S)SK / 6 h / 120 °C
View Scheme
Multi-step reaction with 3 steps
1.1: 91 percent / polymer-supported-C6H4-4-SO2-[(S)-2-CPh2OH-pyrrolidin-1-yl]; BH3*SMe2 / tetrahydrofuran / 6 h / Heating
2.1: KBH4; LiCl / tetrahydrofuran / 2 h / 20 °C
2.2: 90 percent / aq. HCl / tetrahydrofuran / 0.5 h / 55 °C
3.1: 93 percent / potassium ethylthioxanthogenate / dimethylformamide / 3 h / 125 °C
View Scheme
cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid
51591-75-4, 634188-82-2

cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylic acid

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 98 percent / Ac2O / xylene / 13 h / Heating
2.1: 90 percent / toluene / 5 h / Heating
3.1: 82 percent / BF3*Et2O; NaH; chiral polymer-supported oxazaborolidine / tetrahydrofuran / 3 h / Heating
4.1: NaBH4 / ethanol / 4 h / 50 °C
4.2: 90 percent / aq. H2SO4 / ethanol / 1 h / 80 °C
5.1: 82 percent / potassium n-butylthioxanthogenate / N,N-dimethyl-acetamide / 6 h / 125 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 95 percent / conc. H2SO4 / benzene / 6 h / Heating
2.1: 80 percent / immobilized PLE on Eupergit C(R); aq. NaOH / aq. phosphate buffer; methanol / 45 h / 30 °C / pH 8
3.1: LiEt3BH / tetrahydrofuran / 0 - 20 °C
3.2: 88 percent / aq. HCl / tetrahydrofuran / 1 h / 45 °C
4.1: 80 percent / EtOC(S)SK / N,N-dimethyl-acetamide / 7 h / 125 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 90 percent / pyridine / xylene / 8 h / Heating
2.1: 85 percent / LiH; (1S,2S)-1-(4-NO2C6H4)-2-NH2-3-(triphenylmethoxy)propan-1-ol; BF3*Et2O / tetrahydrofuran / Heating
3.1: KBH4; CaCl2 / ethanol / 4 h / 20 °C
3.2: 85 percent / HCl / ethanol; H2O / 0.75 h / 55 - 60 °C
4.1: 88 percent / CH3SC(S)SK / 6 h / 120 °C
View Scheme
(4S,5R)-1,3-bisbenzyl-2-oxo-5-(methoxycarbonyl)imidazolidin-4-carboxylic acid
83889-77-4

(4S,5R)-1,3-bisbenzyl-2-oxo-5-(methoxycarbonyl)imidazolidin-4-carboxylic acid

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: LiEt3BH / tetrahydrofuran / 0 - 20 °C
1.2: 88 percent / aq. HCl / tetrahydrofuran / 1 h / 45 °C
2.1: 80 percent / EtOC(S)SK / N,N-dimethyl-acetamide / 7 h / 125 °C
View Scheme
Multi-step reaction with 3 steps
1: calcium chloride / ethanol / 0 - 25 °C / Inert atmosphere
2: hydrogenchloride / water / 0.5 h / 55 °C / Inert atmosphere
3: thiobenzoic acid potassium salt / N,N-dimethyl-formamide / 2 h / 150 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium borohydride; lithium bromide / tetrahydrofuran / 7 h / 40 °C / Inert atmosphere
2: N,N-dimethyl acetamide / 6 h / 125 °C / Inert atmosphere
View Scheme
dimethyl cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylate
56198-73-3

dimethyl cis-1,3-dibenzyl-2-oxoimidazolidine-4,5-dicarboxylate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 80 percent / immobilized PLE on Eupergit C(R); aq. NaOH / aq. phosphate buffer; methanol / 45 h / 30 °C / pH 8
2.1: LiEt3BH / tetrahydrofuran / 0 - 20 °C
2.2: 88 percent / aq. HCl / tetrahydrofuran / 1 h / 45 °C
3.1: 80 percent / EtOC(S)SK / N,N-dimethyl-acetamide / 7 h / 125 °C
View Scheme
(R)-3-benzyl-2-oxothiazolidine-4-carbaldehyde
541508-56-9

(R)-3-benzyl-2-oxothiazolidine-4-carbaldehyde

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 99 percent / NaHSO3 / ethyl acetate; H2O / 18 h / 20 °C
2.1: dimethylformamide / 1 h / 90 °C
2.2: 95 percent / HCl
3.1: 93 percent / DCC; pyridine; TFA / CHCl3 / 5 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: 99 percent / NaHSO3 / ethyl acetate; H2O / 18 h / 20 °C
2: 91 percent / dimethylformamide / 5 h / 120 °C
View Scheme
Multi-step reaction with 6 steps
1: 96 percent / toluene
2: 93 percent / H2O2; K2CO3 / dimethylsulfoxide
3: dimethylformamide / 1 h / 90 °C
4: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C
5: DCC; pyridine; TFA / CHCl3 / 1 h / 10 °C
6: 88.1 g / pyridine / CHCl3 / 6 h / 60 °C
View Scheme
(R)-3-benzyl-4-hydroxymethyl-2-oxothiazolidine
541508-55-8

(R)-3-benzyl-4-hydroxymethyl-2-oxothiazolidine

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: 90 percent / DCC; pyridine; TFA / dimethylsulfoxide; ethyl acetate / 3 h / 50 °C
2.1: 99 percent / NaHSO3 / ethyl acetate; H2O / 18 h / 20 °C
3.1: dimethylformamide / 1 h / 90 °C
3.2: 95 percent / HCl
4.1: 93 percent / DCC; pyridine; TFA / CHCl3 / 5 h / Heating
View Scheme
Multi-step reaction with 4 steps
1: 90 percent / DCC; pyridine; TFA / dimethylsulfoxide; ethyl acetate / 3 h / 50 °C
2: 99 percent / NaHSO3 / ethyl acetate; H2O / 18 h / 20 °C
3: 91 percent / dimethylformamide / 5 h / 120 °C
View Scheme
Multi-step reaction with 7 steps
1: 89 percent / DCC; pyridine; TFA / dimethylsulfoxide / 25 - 45 °C
2: 96 percent / toluene
3: 93 percent / H2O2; K2CO3 / dimethylsulfoxide
4: dimethylformamide / 1 h / 90 °C
5: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C
6: DCC; pyridine; TFA / CHCl3 / 1 h / 10 °C
7: 88.1 g / pyridine / CHCl3 / 6 h / 60 °C
View Scheme
Sodium; (R)-((S)-3-benzyl-2-oxo-thiazolidin-4-yl)-hydroxy-methanesulfonate

Sodium; (R)-((S)-3-benzyl-2-oxo-thiazolidin-4-yl)-hydroxy-methanesulfonate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: dimethylformamide / 1 h / 90 °C
1.2: 95 percent / HCl
2.1: 93 percent / DCC; pyridine; TFA / CHCl3 / 5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 91 percent / dimethylformamide / 5 h / 120 °C
View Scheme
benzylamine
100-46-9

benzylamine

N-acetyl-N'-(3,4-dichlorophenylhaloacetyl)-hydrazide

N-acetyl-N'-(3,4-dichlorophenylhaloacetyl)-hydrazide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 90 percent / pyridine / xylene / 8 h / Heating
2.1: 85 percent / LiH; (1S,2S)-1-(4-NO2C6H4)-2-NH2-3-(triphenylmethoxy)propan-1-ol; BF3*Et2O / tetrahydrofuran / Heating
3.1: KBH4; CaCl2 / ethanol / 4 h / 20 °C
3.2: 85 percent / HCl / ethanol; H2O / 0.75 h / 55 - 60 °C
4.1: 88 percent / CH3SC(S)SK / 6 h / 120 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 95 percent / 4 Angstroem molecular sieves / xylene / 12 h / Heating
2.1: 91 percent / polymer-supported-C6H4-4-SO2-[(S)-2-CPh2OH-pyrrolidin-1-yl]; BH3*SMe2 / tetrahydrofuran / 6 h / Heating
3.1: KBH4; LiCl / tetrahydrofuran / 2 h / 20 °C
3.2: 90 percent / aq. HCl / tetrahydrofuran / 0.5 h / 55 °C
4.1: 93 percent / potassium ethylthioxanthogenate / dimethylformamide / 3 h / 125 °C
View Scheme
(1R,2S,4R)-3-benzyl-4-carbamoyl-2-oxo-2-phenylimidazo[1,5-c]thiazolidine
646512-43-8

(1R,2S,4R)-3-benzyl-4-carbamoyl-2-oxo-2-phenylimidazo[1,5-c]thiazolidine

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Zn; AcOH / 2 h / 100 °C
2: 0.44 g / aq. HCl / acetic acid / 2 h / 110 °C
3: 75 percent / p-TsOH*H2O; DCC; pyridine / toluene / 20 h / 25 - 62 °C
View Scheme
benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetonitrile

benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetonitrile

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 60 percent / K2CO3; aq. H2O2 / dimethylsulfoxide / 17 h / 25 °C
2: 60 percent / dimethylformamide / 2 h / 100 °C
3: Zn; AcOH / 2 h / 100 °C
4: 0.44 g / aq. HCl / acetic acid / 2 h / 110 °C
5: 75 percent / p-TsOH*H2O; DCC; pyridine / toluene / 20 h / 25 - 62 °C
View Scheme
(R)-2-benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetamide
646512-51-8

(R)-2-benzylamino-2-[(2R,4R)-3-phenoxycarbonyl-2-phenylthiazolidin-4-yl]acetamide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 60 percent / dimethylformamide / 2 h / 100 °C
2: Zn; AcOH / 2 h / 100 °C
3: 0.44 g / aq. HCl / acetic acid / 2 h / 110 °C
4: 75 percent / p-TsOH*H2O; DCC; pyridine / toluene / 20 h / 25 - 62 °C
View Scheme
(R)-3-benzyl-2-oxothiazolidine-4-carboxylic acid
98155-23-8

(R)-3-benzyl-2-oxothiazolidine-4-carboxylic acid

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: 89 percent / Me2S*BH3
2: 89 percent / DCC; pyridine; TFA / dimethylsulfoxide / 25 - 45 °C
3: 96 percent / toluene
4: 93 percent / H2O2; K2CO3 / dimethylsulfoxide
5: dimethylformamide / 1 h / 90 °C
6: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C
7: DCC; pyridine; TFA / CHCl3 / 1 h / 10 °C
8: 88.1 g / pyridine / CHCl3 / 6 h / 60 °C
View Scheme
(2R)-2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetonitrile
541508-57-0

(2R)-2-[(4R)-3-benzyl-2-oxathiazolidin-4-yl]-2-benzylaminoacetonitrile

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 93 percent / H2O2; K2CO3 / dimethylsulfoxide
2: dimethylformamide / 1 h / 90 °C
3: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C
4: DCC; pyridine; TFA / CHCl3 / 1 h / 10 °C
5: 88.1 g / pyridine / CHCl3 / 6 h / 60 °C
View Scheme
benzyl bromide
100-39-0

benzyl bromide

polymer-bound NMe3(1+)*SCN(1-)

polymer-bound NMe3(1+)*SCN(1-)

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 84 percent / NaH / dimethylformamide / 17 h / 20 °C
2: 92 percent / AcSK / dimethylformamide
View Scheme
(3aS,6aR)-tetrahydro-1H-furo[3,4-d]imidazole-2,4-dione
159912-63-7

(3aS,6aR)-tetrahydro-1H-furo[3,4-d]imidazole-2,4-dione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 84 percent / NaH / dimethylformamide / 17 h / 20 °C
2: 92 percent / AcSK / dimethylformamide
View Scheme
(4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid
429691-52-1

(4R,5S)-1-benzyloxycarbonylamino-4-benzyloxymethoxy-methylimidazolidin-2-one-5-carboxylic acid

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80 percent / H2 / 10 percent Pd(OH)2/C / aq. methanol / 17 h / 20 °C / 2574.28 Torr
2: 84 percent / NaH / dimethylformamide / 17 h / 20 °C
3: 92 percent / AcSK / dimethylformamide
View Scheme
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

ethyl (3aS,4Z,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-5-ylidene)pentanoate
292151-18-9

ethyl (3aS,4Z,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-5-ylidene)pentanoate

Conditions
ConditionsYield
Stage #1: ethyl 5-bromovalerate With chloro-trimethyl-silane; tetra-(n-butyl)ammonium iodide; sodium iodide; zinc In tetrahydrofuran; ethylene dibromide at 25 - 65℃; for 8.3h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione With palladium 10% on activated carbon In tetrahydrofuran; ethylene dibromide; N,N-dimethyl-formamide; toluene at 25℃; for 15h;		100%
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

potassium thioacetate
10387-40-3

potassium thioacetate

biotin
58-85-5

biotin

Conditions
ConditionsYield
In water at 0 - 60℃; Temperature;97%
ethyl 5-iodopentanoate
41302-32-3

ethyl 5-iodopentanoate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

ethyl (3aS,4Z,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-5-ylidene)pentanoate
292151-18-9

ethyl (3aS,4Z,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-5-ylidene)pentanoate

Conditions
ConditionsYield
Stage #1: ethyl 5-iodopentanoate With chloro-trimethyl-silane; bromine; zinc In tetrahydrofuran; toluene at 50 - 60℃; for 1h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione With N,N-dimethyl-formamide; palladium on activated charcoal In tetrahydrofuran; toluene at 25 - 30℃; for 18h; Fukuyama coupling reaction; Further stages.;		95%
Stage #1: ethyl 5-iodopentanoate With bromine; zinc In tetrahydrofuran; toluene at 50 - 60℃; for 1h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; palladium on activated charcoal In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 28 - 40℃; for 5h;
Stage #3: With hydrogenchloride In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 20℃; for 1h;		94%
Stage #1: ethyl 5-iodopentanoate With chloro-trimethyl-silane; ethylene dibromide; zinc In tetrahydrofuran at 30 - 60℃; for 1h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; palladium hydroxide - carbon In N,N-dimethyl-formamide; toluene at 25 - 35℃; for 2h; Fukuyama coupling reaction;
Stage #3: With toluene-4-sulfonic acid In toluene at 20℃; for 1.5h;		87%
Stage #1: ethyl 5-iodopentanoate With chloro-trimethyl-silane; zinc In tetrahydrofuran; toluene at 50℃;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; palladium on activated charcoal In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30℃; Fukuyama coupling;
Stage #3: With hydrogenchloride In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 20℃; Further stages.;		95 % Chromat.
1-bromo-4-ethoxybutane
3448-29-1

1-bromo-4-ethoxybutane

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

C25H30N2O2S

C25H30N2O2S

Conditions
ConditionsYield
Stage #1: 1-bromo-4-ethoxybutane With iodine; magnesium In tetrahydrofuran for 1h; Inert atmosphere; Reflux;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In tetrahydrofuran for 2h; Reflux; Inert atmosphere;
Stage #3: With sulfuric acid In tetrahydrofuran; water for 3h; Reflux;		95%
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

5-ethoxy-5-oxopentylzinc iodide

5-ethoxy-5-oxopentylzinc iodide

5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester
333355-49-0

5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; 5-ethoxy-5-oxopentylzinc iodide; palladium dihydroxide In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30℃; Fukuyama coupling reaction;
Stage #2: With hydrogenchloride In tetrahydrofuran; N,N-dimethyl-formamide; toluene		92%
(5-ethoxy-5-oxopentyl)zinc(II) iodide
109976-46-7

(5-ethoxy-5-oxopentyl)zinc(II) iodide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester
333355-49-0

5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: (5-ethoxy-5-oxopentyl)zinc(II) iodide; (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione With N,N-dimethyl-formamide In tetrahydrofuran; toluene at 25 - 35℃; for 2h; Fukuyama Coupling;
Stage #2: With hydrogenchloride In toluene		92%
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

ethyl 5-{(3aS,6aR)-1,3-dibenzyl-4-hydroxy-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}-pentanoate
1041862-06-9

ethyl 5-{(3aS,6aR)-1,3-dibenzyl-4-hydroxy-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}-pentanoate

Conditions
ConditionsYield
Stage #1: ethyl 5-bromovalerate With iodine; zinc In tetrahydrofuran; toluene at 40 - 50℃; for 3.5 - 4.5h; Fukuyama coupling reaction;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; anion exchange resin D296 dispersed nano-palladium In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30 - 35℃; for 12h;
Stage #3: With water In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 20℃; for 0.5h; Product distribution / selectivity;		87%
Stage #1: ethyl 5-bromovalerate With iodine; zinc In tetrahydrofuran; toluene at 50℃; for 4.5 - 5.5h; Fukuyama coupling reaction;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; anion exchange resin D290 dispersed nano-palladium In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30 - 40℃; for 24h;
Stage #3: With water In tetrahydrofuran; N,N-dimethyl-formamide; toluene Product distribution / selectivity;		85.7%
Vinyl bromide
593-60-2

Vinyl bromide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

(3aR,8aS)-tetrahydro-1,3-bis(phenylmethyl)-1H-thiepino-[3,4-d]imidazole-2,8(3H,4H)-dione
1187740-53-9

(3aR,8aS)-tetrahydro-1,3-bis(phenylmethyl)-1H-thiepino-[3,4-d]imidazole-2,8(3H,4H)-dione

Conditions
ConditionsYield
Stage #1: Vinyl bromide With magnesium In tetrahydrofuran at 20℃;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In tetrahydrofuran at 0 - 20℃;		86%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

carbon dioxide
124-38-9

carbon dioxide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

5-((3aS,4S,6aR)-1,3-dibenzyl-4-hydroxy-2-oxo-1H-thieno[3,4-d]imidazole-4-yl)pentanoic acid

5-((3aS,4S,6aR)-1,3-dibenzyl-4-hydroxy-2-oxo-1H-thieno[3,4-d]imidazole-4-yl)pentanoic acid

Conditions
ConditionsYield
Stage #1: 1,4-dibromo-butane With iodine; magnesium In tetrahydrofuran for 3.5h; Grignard Reaction; Inert atmosphere; Reflux;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In tetrahydrofuran at -30 - -20℃; for 1h; Inert atmosphere;
Stage #3: carbon dioxide With acetic acid at -30 - 50℃; for 3.5h; Inert atmosphere;		86%
...Expand
5-bromopentanoic acid
2067-33-6

5-bromopentanoic acid

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

ethyl 5-{(3aS,6aR)-1,3-dibenzyl-4-hydroxy-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}-pentanoate
1041862-06-9

ethyl 5-{(3aS,6aR)-1,3-dibenzyl-4-hydroxy-2-oxo-hexahydro-1H-thieno[3,4-d]imidazol-4-yl}-pentanoate

Conditions
ConditionsYield
Stage #1: 5-bromopentanoic acid With iodine; zinc In tetrahydrofuran; toluene at 50℃; for 2.5h; Fukuyama cross-coupling reaction;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In tetrahydrofuran; tyoluene; N,N-dimethyl-formamide at 35℃; for 10h; Fukuyama cross-coupling reaction;		85%
ethyl 5-iodopentanoate
41302-32-3

ethyl 5-iodopentanoate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

biotin
58-85-5

biotin

Conditions
ConditionsYield
Stage #1: ethyl 5-iodopentanoate With bromine; zinc In tetrahydrofuran; toluene at 40℃; for 1h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione With palladium 10% on activated carbon In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 28 - 40℃; for 5h; Further stages;		85%
C5H10ClMgO(1-)*Cl(1-)*Mg(2+)

C5H10ClMgO(1-)*Cl(1-)*Mg(2+)

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

C24H30N2O3S

C24H30N2O3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 5h; Temperature; Inert atmosphere; Cooling with ice;83%
(5-ethoxy-5-oxopentyl)zinc(II) iodide
109976-46-7

(5-ethoxy-5-oxopentyl)zinc(II) iodide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

ethyl (3aS,4Z,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-5-ylidene)pentanoate
292151-18-9

ethyl (3aS,4Z,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-5-ylidene)pentanoate

Conditions
ConditionsYield
With bis(acetylacetonate)nickel(II) In monoethylene glycol diethyl ether; toluene at 20℃; for 15h; Product distribution; Further Variations:; Reagents; Solvents; Temperatures;81%
(4-carboxybutyl)triphenylphosphonium bromide
17814-85-6

(4-carboxybutyl)triphenylphosphonium bromide

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid
452100-87-7

(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid

Conditions
ConditionsYield
Stage #1: (4-carboxybutyl)triphenylphosphonium bromide With potassium tert-butylate In toluene at 25℃; for 0.75h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In toluene at 135℃; for 7h; Wittig reaction;		81%
5-iodovaleronitrile
6727-75-9

5-iodovaleronitrile

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile
634188-85-5

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazol-2(3H)-one-4-ylidenepentane nitrile

Conditions
ConditionsYield
Stage #1: 5-iodovaleronitrile With chloro-trimethyl-silane; ethylene dibromide; zinc In tetrahydrofuran at 30℃;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; nickel on carbon In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 20℃; for 30h; Fukuyama coupling reaction;		80%
2-(4-bromobutyl)-4,5-dihydrooxazole

2-(4-bromobutyl)-4,5-dihydrooxazole

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

5-[(3aS,6aR)-1,3-dibenzyl-2-oxo-tetrahydro-1H-thieno[3,4-d]imidazol-4-ylidene]pentanoic acid

5-[(3aS,6aR)-1,3-dibenzyl-2-oxo-tetrahydro-1H-thieno[3,4-d]imidazol-4-ylidene]pentanoic acid

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; ethylene dibromide Inert atmosphere; Reflux;78.2%
C5H10BrMgO(1-)*Cl(1-)*Mg(2+)

C5H10BrMgO(1-)*Cl(1-)*Mg(2+)

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

C24H30N2O3S

C24H30N2O3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Cooling with ice;77%
diethylzinc
557-20-0

diethylzinc

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

(3aS,4Z,6aR)-2-[1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-ylidene]-ethane
1041865-17-1

(3aS,4Z,6aR)-2-[1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-1H-thieno[3,4-d]imidazol-4-ylidene]-ethane

Conditions
ConditionsYield
With bromine; N,N-dimethyl-formamide; zinc; palladium diacetate In tetrahydrofuran; toluene at 45℃; for 2h; Fukuyama coupling reaction;76%
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

benzyl 5-iodopentanoate
118058-70-1

benzyl 5-iodopentanoate

benzyl (3aS,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-4-hydroxyl-1H-thieno[3,4-d]imidazol-4-yl)pentanoate
1042432-14-3

benzyl (3aS,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-2-oxo-4-hydroxyl-1H-thieno[3,4-d]imidazol-4-yl)pentanoate

Conditions
ConditionsYield
Stage #1: benzyl 5-iodopentanoate With bromine; zinc In tetrahydrofuran; toluene at 50 - 60℃; for 1h;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; nanopalladium catalyst In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30℃; for 24h; Fukuyama coupling; Further stages.;		75%
Stage #1: benzyl 5-iodopentanoate With bromine; zinc In tetrahydrofuran; toluene at 10 - 60℃; for 1h; Fukuyama coupling reaction;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; anion exchange resin D290 dispersed nano-palladium In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30℃; for 24h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 20℃; for 0.5h; Product distribution / selectivity;		75%
Stage #1: benzyl 5-iodopentanoate With iodine; zinc In N,N-dimethyl-formamide at 80℃; for 3h; Fukuyama coupling reaction;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; anion exchange resin D296 dispersed nano-palladium In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30℃; for 24h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 20℃; for 0.5h; Product distribution / selectivity;		75%
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

ethyl (3aS,4RS,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-4-hydroxy-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)pentanoate
1236230-80-0

ethyl (3aS,4RS,6aR)-5-(1,3-dibenzyl-2,3,3a,4,6,6a-hexahydro-4-hydroxy-2-oxo-1H-thieno[3,4-d]imidazol-4-yl)pentanoate

Conditions
ConditionsYield
Stage #1: ethyl 5-bromovalerate With iodine; zinc In N,N-dimethyl-formamide at 80℃; for 4.5h; Fukuyama coupling; Inert atmosphere;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione With palladium 10% on activated carbon In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 30℃; for 30h; Fukuyama coupling; Inert atmosphere;
Stage #3: With water; ammonium chloride In tetrahydrofuran; N,N-dimethyl-formamide; toluene		75%
5-iodovaleronitrile
6727-75-9

5-iodovaleronitrile

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

C24H25N3OS

C24H25N3OS

Conditions
ConditionsYield
Stage #1: 5-iodovaleronitrile With chloro-trimethyl-silane; zinc; ethylene dibromide In tetrahydrofuran at 20 - 30℃; for 0.75h; Fukuyama coupling reaction; Heating / reflux;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 35h;		73%
Iodomethyl methyl ether
13057-19-7

Iodomethyl methyl ether

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

(3aS,4S,6aR)-1,3-dibenzyl-2-oxohexahydro-1H-thieno[3,4-d]imidazole-4-carbaldehyde
154097-01-5

(3aS,4S,6aR)-1,3-dibenzyl-2-oxohexahydro-1H-thieno[3,4-d]imidazole-4-carbaldehyde

Conditions
ConditionsYield
Stage #1: Iodomethyl methyl ether With magnesium In dibutyl ether; toluene at 45℃; for 1h; Grignard reaction;
Stage #2: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione In dichloromethane; dibutyl ether at 15℃; for 3h;
Stage #3: With hydrogenchloride In dibutyl ether; toluene for 3h; Heating;		70%
C5H10IMgO(1-)*Cl(1-)*Mg(2+)

C5H10IMgO(1-)*Cl(1-)*Mg(2+)

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
28092-52-6

(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

C24H30N2O3S

C24H30N2O3S

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 5h; Inert atmosphere; Cooling with ice;65%

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