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28092-52-6

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CAS No.: 28092-52-6
Name: (3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione
Article Data: 40
Molecular Structure:
Molecular Structure of 28092-52-6 ((3aS-cis)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione)
Formula: C19H18 N2 O2 S
Molecular Weight: 338.43
Synonyms: 1H-Thieno[3,4-d]imidazole-2,4-dione,1,3-dibenzyltetrahydro-, cis-(+)- (8CI); 1H-Thieno[3,4-d]imidazole-2,4-dione,tetrahydro-1,3-bis(phenylmethyl)-, (3aS-cis)-;(3aS,6aR)-1,3-Dibenzylhexahydro-4H-thieno[3,4-d]imidazole-2,4-dione
Density: 1.331g/cm3
Melting Point: 125-126 °C(Solv: ethyl acetate (141-78-6))
Boiling Point: 578.4°Cat760mmHg
Flash Point: 303.6°C
PSA: 65.92000
LogP: 3.01080
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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%
112878-95-2

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

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

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
324012-37-5

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

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%
541508-62-7

(4R,5R)-1,3-dibenzyl-3,3a,6,6a-tetrahydro-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

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%
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

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;
777940-99-5

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

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
541508-59-2

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

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
541508-64-9

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

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
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