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Name	(2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane	EINECS	619-374-7
CAS No.	98760-08-8	Density	1.118 g/cm³
PSA	50.86000	LogP	2.91210
Solubility	N/A	Melting Point	N/A
Formula	C₁₅H₂₁NO₃	Boiling Point	398.837 °C at 760 mmHg
Molecular Weight	263.337	Flash Point	195.01°C
Transport Information	N/A	Appearance	white crystalline powder
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Carbamicacid, (1-oxiranyl-2-phenylethyl)-, 1,1-dimethylethyl ester, [R-(R,S)]-;Carbamic acid, [(1S)-1-(2R)-oxiranyl-2-phenylethyl]-, 1,1-dimethylethyl ester(9CI);tert-Butyl [(1S)-1-[(2R)-oxiranyl]2-phenylethyl]carbamate;	Article Data	75

(2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane Synthetic route

: 136630-87-0
(2S,3S)-1-bromo-3-<(tert-butoxycarbonyl)amino>-4-phenyl-2-butanol

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium hydroxide In methanol for 3h; Ambient temperature;	100%

: 200616-28-0
Acetic acid (1R,2S)-1-bromomethyl-2-tert-butoxycarbonylamino-3-phenyl-propyl ester

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃;	99%

: 103127-52-2, 107202-43-7
((S)-1-benzylallyl)carbamic acid tert-butyl ester

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 2h; Concentration;	98.7%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0 - 20℃; for 1h; Concentration;	97.8%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane Epoxidation;	82%

: (1S,2S)-(1-benzyl-3-chloro-2-acetyloxypropyl)carbamate tert-butyl ester

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium hydroxide In tetrahydrofuran; ethanol at -15℃; for 2h; Temperature; Inert atmosphere;	98%

: tert-butyl (4S,5R)-4-benzyl-5-(chloromethyl)-2-oxooxazolidine-3-carboxylate

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 5℃; for 0.5h;	95%

: 162536-40-5
(2R,3S)-1-Chloro-2-hydroxy-3-N-(tert-butoxycarbonyl)amino-4-phenylbutane

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With sodium hydroxide In water; isopropyl alcohol at 4℃; for 1 - 2.5h;	93.4%
With sodium hydroxide In water; acetone at 25℃; for 3h;	93%
With sodium hydroxide In water; isopropyl alcohol at 0℃; for 4h; Product distribution / selectivity;	93%

: 259752-50-6
(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-[(methylsulfonyl)oxy]-4-phenylbutyl acetate

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran; methanol at 25℃; for 20h;	90%
With potassium carbonate In tetrahydrofuran; methanol at 20 - 30℃; for 15h; Inert atmosphere;	90%

: 99113-35-6
((1S,2R)-1-benzyl-2,3-dihydroxypropyl)carbamic acid tert-butyl ester

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In chloroform for 50h; Heating;	88%
With triphenylphosphine; diethylazodicarboxylate	27%
With triphenylphosphine; diethylazodicarboxylate In chloroform for 36h; Heating; Yield given;

: C16H25NO6S

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran; isopropyl alcohol at 17℃; for 1.83333h;	88%

: 170359-21-4
C22H29NO6S

: 98760-08-8
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 0℃; for 1h;	78%

(2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane Chemical Properties

IUPAC Name: tert-Butyl N-[(1S)-1-[(2R)-oxiran-2-yl]-2-phenylethyl]carbamate
Synonyms of (2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane (CAS NO.98760-08-8): (2R,3S)-3-(N-Boc-amino)-1-oxirane-4-phenylbutane
CAS NO: 98760-08-8
Molecular Formula: C₁₅H₂₁NO₃
Molecular Weight: 263.34
Molecular Structure:
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 6
Polar Surface Area: 50.86 Å²
Index of Refraction: 1.533
Molar Refractivity: 73.048 cm³
Molar Volume: 235.468 cm³
Surface Tension: 42.455 dyne/cm
Density: 1.118 g/cm³
Flash Point: 195.01 °C
Enthalpy of Vaporization: 64.947 kJ/mol
Boiling Point: 398.837 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
Appearance: White Crystalline Powder
SMILES: O=C(OC(C)(C)C)N[C@H]([C@H]1OC1)Cc2ccccc2
InChI: InChI=1/C15H21NO3/c1-15(2,3)19-14(17)16-12(13-10-18-13)9-11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,16,17)/t12-,13-/m0/s1
InChIKey: NVPOUMXZERMIJK-STQMWFEEBJ
Std. InChI: InChI=1S/C15H21NO3/c1-15(2,3)19-14(17)16-12(13-10-18-13)9-11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,16,17)/t12-,13-/m0/s1
Std. InChIKey: NVPOUMXZERMIJK-STQMWFEESA-N
Product Categories of (2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane (CAS NO.98760-08-8): Chiral Amino Epoxides;chiral;Aromatics Compounds;Aromatics;Chiral Reagents;Heterocycles

(2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane Uses

(2R,3S)-3-(tert-Butoxycarbonyl)amino-1,2-epoxy-4-phenylbutane (CAS NO.98760-08-8) is used as atazanavir intermediate.

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