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Name	Sapropterin	EINECS	636-312-4
CAS No.	62989-33-7	Density	1.89g/cm³
PSA	136.29000	LogP	-0.84300
Solubility	N/A	Melting Point	N/A
Formula	C₉H₁₅N₅O₃	Boiling Point	506.6 °C at 760 mmHg
Molecular Weight	241.25	Flash Point	260.2 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	22
Molecular Structure		Hazard Symbols	Xn
Synonyms	4(1H)-Pteridinone,2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-, [6R-[6R(1R,2S*)]]-;(6R)-5,6,7,8-Tetrahydro-L-biopterin;(6R)-5,6,7,8-Tetrahydrobiopterin;(6R)-L-erythro-5,6,7,8-Tetrahydrobiopterin;(6R)-L-erythro-Tetrahydrobiopterin;(6R)-Tetrahydrobiopterin;(6R)-Tetrahydrobiopterin;6R-Tetrahydro-L-biopterin;6b-5,6,7,8-Tetrahydro-L-biopterin;(-)-(6R)-2-Amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8-;6R-5,6,7,8-Tetrahydrobiopterin;6R-L-5,6,7,8-Tetrahydrobiopterin;Kuvan;	Article Data	5

Sapropterin Synthetic route

: 22150-76-1
biopterin

A: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

B: 62961-57-3
(6S)-tetrahydrobiopterin

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In water at 15℃; for 18h; pH=11.8;	A 79% B n/a
With potassium hydroxide; dipotassium hydrogenphosphate; hydrogen; platinum(IV) oxide In water at 20℃; under 735.5 Torr; for 4.5h; pH 11.4;	A 67% B n/a
With potassium hydroxide; dipotassium hydrogenphosphate; hydrogen; platinum(IV) oxide In water at 20℃; under 735.5 Torr; Product distribution; the influence of pH;

: 79647-29-3
p-quinonoid (6R)-dihydrobiopterin

A: 6779-87-9
7,8-dihydro-L-biopterin

B: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

C: 22150-76-1
biopterin

Conditions

Conditions	Yield
pH=7;
In water Product distribution; pH 3.5 ; half life time; other pH; also with NADPH;

: (6R)-2-acetamido-5,8-diacetyl-6-[(1R,2S)-1,2-bis(acetyloxy)propyl]-5,6,7,8-tetrahydropteridin-4(3H)-one

: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water at 22℃;

: 6-((1R,2R)-1,2-dihydroxy-3-phenylthiopropyl)-2-[(methylethyl)amino]-3-hydropteridin-4-one

: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

Conditions

Conditions	Yield
With BH4; hydrogen; nickel In ethanol at 60℃; under 3750.38 Torr; for 17h;

: 13637-68-8
dioxomolybdenum(VI) dichloride

: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

: trichloro{(1'R,2'S,6R)-2-iminio-6-(1',2'-dihydroxypropyl)-3,6,7,8-tetrahydropteridin-4(3H)-one-O(4),N(5)}oxomolybdenum(IV)*MeOH

Conditions

Conditions	Yield
In methanol byproducts: H2O, HCl; under protective gas, toluene/cyclohexane added, allowed to stand at 4°C overnight; filtrated, dried in high vacuum, elem. anal.;	97.1%

: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

: 1262750-77-5
7,8-dihydrobiopterin

Conditions

Conditions	Yield
With oxygen In aq. phosphate buffer at 25℃; for 1h; pH=7.2; Kinetics;	34.6%

: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

A: 1262750-77-5
7,8-dihydrobiopterin

B: 13039-62-8
D-erythro-biopterin

Conditions

Conditions	Yield
With oxygen In aq. acetate buffer at 25℃; for 1h; pH=7.2;	A 15.7% B 24.2%

: 24424-99-5
di-tert-butyl dicarbonate

: 62989-33-7
(1'R,2'S,6R)-2-amino-6-(1',2'-dihydroxypropyl)-5,6,7,8-tetrahydropterin-4(3H)-one-dihydrochloride

: 908119-99-3
[6R(1R,2S)]-2-t-butoxycarbonylamino-4-t-butoxycarbonyloxy-5,8-di-t-butoxycarbonyl-6-(1,2 dihydroxypropyl)-5,6,7,8-tetrahydropterdin

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 20 - 60℃; for 20h;

Sapropterin Chemical Properties

Molecular Structure of Sapropterin (CAS NO.62989-33-7):

IUPAC Name: (6R)-2-amino-6-[(1R,2S)-1,2-dihydroxypropyl]-5,6,7,8-tetrahydro-1H-pteridin-4-one
Empirical Formula: C₉H₁₅N₅O₃
Molecular Weight: 241.2471
H bond acceptors: 8
H bond donors: 7
Freely Rotating Bonds: 4
Polar Surface Area: 60.85 Å²
Index of Refraction: 1.821
Molar Refractivity: 55.42 cm³
Molar Volume: 127.1 cm³
Surface Tension: 86.7 dyne/cm
Density: 1.89 g/cm³
Flash Point: 260.2 °C
Enthalpy of Vaporization: 89.4 kJ/mol
Boiling Point: 506.6 °C at 760 mmHg
Vapour Pressure: 2.2E-12 mmHg at 25°C
InChI
InChI=1/C9H15N5O3/c1-3(15)6(16)4-2-11-7-5(12-4)8(17)14-9(10)13-7/h3-4,6,12,15-16H,2H2,1H3,(H4,10,11,13,14,17)/t3-,4+,6-/m0/s1
Smiles
n1c(N)[nH]c2NC[C@@H](Nc2c1=O)[C@H]([C@H](C)O)O

Sapropterin Specification

Sapropterin , with CAS number of 62989-33-7, can be called 4(1H)-Pteridinone,2-amino-6-(1,2-dihydroxypropyl)-5,6,7,8-tetrahydro-, [6R-[6R*(1R*,2S*)]]- ; (6R)-5,6,7,8-Tetrahydro-L-biopterin ; (6R)-5,6,7,8-Tetrahydrobiopterin ; (6R)-L-erythro-5,6,7,8-Tetrahydrobiopterin ; (6R)-L-erythro-Tetrahydrobiopterin ; 6b-5,6,7,8-Tetrahydro-L-biopterin ; (-)-(6R)-2-Amino-6-((1R,2S)-1,2-dihydroxypropyl)-5,6,7,8- ; 6R-5,6,7,8-Tetrahydrobiopterin ; 6R-L-5,6,7,8-Tetrahydrobiopterin ; Kuvan .

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