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17094-01-8

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Basic Information
CAS No.: 17094-01-8
Name: L-SEPIAPTERIN
Article Data: 2
Molecular Structure:
Molecular Structure of 17094-01-8 (L-SEPIAPTERIN)
Formula: C9H11 N5 O3
Molecular Weight: 237.218
Synonyms: 1-Propanone,1-(2-amino-7,8-dihydro-4-hydroxy-6-pteridinyl)-2-hydroxy- (6CI,7CI,8CI); 4(1H)-Pteridinone,2-amino-7,8-dihydro-6-(2-hydroxy-1-oxopropyl)-, (S)-; 4(1H)-Pteridinone,2-amino-7,8-dihydro-6-[(2S)-2-hydroxy-1-oxopropyl]- (9CI); L-Sepiapterin;Sepiapterin; Sepiapterine
Density: 1.86 g/cm3
Boiling Point: 448.1 °C at 760 mmHg
Flash Point: 224.8 °C
Solubility: DMSO: 27 mg/mL
Appearance: Yellow Solid
Safety: 24/25
PSA: 133.46000
LogP: -1.04520
Related products
Synthetic route

2-amino-6-(2S-2-hydroxypropionyl)-5,6,7,8-tetrahydro-3H-pteridin-4-one dihydrochloride

17094-01-8

sepiapterin

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol; water at -10℃; for 2h; Reagent/catalyst; Temperature; Solvent;89%

1-[4-tert-butoxycarbonyloxy-2-(N,N-di-tert-butoxycarbonyl)amino-7,8-dihydropteridin-6-yl]-2S-2-(tert-butyldimethylsilanyloxy)propan-1-one

17094-01-8

sepiapterin

Conditions
ConditionsYield
Stage #1: 1-[4-tert-butoxycarbonyloxy-2-(N,N-di-tert-butoxycarbonyl)amino-7,8-dihydropteridin-6-yl]-2S-2-(tert-butyldimethylsilanyloxy)propan-1-one With hydrogenchloride In water; acetonitrile at 50℃; for 3h;
Stage #2: With sodium hydroxide In water; acetonitrile pH=7;		88%

1-(2-amino-4-cyclohexyloxy-7,8-dihydropteridin-6-yl)-2S-2-(methoxyethoxymethoxy)propan-1-one

17094-01-8

sepiapterin

Conditions
ConditionsYield
Stage #1: 1-(2-amino-4-cyclohexyloxy-7,8-dihydropteridin-6-yl)-2S-2-(methoxyethoxymethoxy)propan-1-one With hydrogenchloride; ascorbic acid In methanol; water at 50℃; for 6h; Darkness;
Stage #2: With ammonia In methanol; water pH=7;		86%

S-lactoylpterin

17094-01-8

sepiapterin

Conditions
ConditionsYield
With Pd/C (Ph2S); hydrogen; triethylamine In methanol; water at 40℃; for 3h; Reagent/catalyst; Solvent; Temperature;59%

1-(2-amino-4-cyclohexyloxypteridin-6-yl)-2S-2-(methoxymethoxy)propan-1-one

17094-01-8

sepiapterin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / methanol; water / 3 h / 50 °C
1.2: pH 7
2.1: hydrogen; Pd/C (Ph2S); triethylamine / methanol; water / 3 h / 40 °C
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogen; potassium carbonate; palladium 10% on activated carbon / ethyl acetate / 3 h / 50 °C
2.1: hydrogenchloride / water / Heating
2.2: pH 6 - 7
View Scheme
1104608-07-2

1-(2-amino-4-cyclohexyloxypteridin-6-yl)-1R,2S-1-hydroxy-2-(methoxymethoxy)propan

17094-01-8

sepiapterin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / acetonitrile / 1 h / 60 °C / Inert atmosphere; Molecular sieve
2.1: hydrogenchloride / methanol; water / 3 h / 50 °C
2.2: pH 7
3.1: hydrogen; Pd/C (Ph2S); triethylamine / methanol; water / 3 h / 40 °C
View Scheme
Multi-step reaction with 3 steps
1.1: tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide / acetonitrile / 1 h / 60 °C / Inert atmosphere; Molecular sieve
2.1: hydrogen; potassium carbonate; palladium 10% on activated carbon / ethyl acetate / 3 h / 50 °C
3.1: hydrogenchloride / water / Heating
3.2: pH 6 - 7
View Scheme

1-(2-amino-4-cyclohexyloxy-7,8-dihydropteridin-6-yl)-2S-2-(methoxymethoxy)propan-1-one

17094-01-8

sepiapterin

Conditions
ConditionsYield
Stage #1: 1-(2-amino-4-cyclohexyloxy-7,8-dihydropteridin-6-yl)-2S-2-(methoxymethoxy)propan-1-one With hydrogenchloride In water Heating;
Stage #2: With sodium hydroxide In water pH=6 - 7;

1-(2-amino-4-cyclohexyloxypteridin-6-yl)-2S-2-(methoxyethoxymethoxy)propan-1-one

17094-01-8

sepiapterin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide; ascorbic acid; sodium dithionite / methanol; water / 1 h / 20 °C
2.1: hydrogenchloride; ascorbic acid / methanol; water / 6 h / 50 °C / Darkness
2.2: pH 7
View Scheme
17094-01-8

sepiapterin

S-sepiapterin hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 0℃; for 0.5h;91%
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