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247068-84-4

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Basic Information
CAS No.: 247068-84-4
Name: (S)-2-amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one
Article Data: 11
Molecular Structure:
Molecular Structure of 247068-84-4 ((S)-2-amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one)
Formula: C9H17NO2
Molecular Weight: 171.239
Synonyms: (S)-2-aMino-4-Methyl-1-((R)-2-Methyloxiran-2-yl)pentan-1-one;(2S)-2-Amino-4-methyl-1-[(2R)-2-methyloxiranyl]-1-pentanone;(S)-2-aMino-4-Methyl-1-((R)-2-Methyloxiran-2-yl)pentan-1-one trifluoroacetic acid
Density: 1.041±0.06 g/cm3(Predicted)
Boiling Point: 243.1±35.0 °C(Predicted)
PSA: 55.62000
LogP: 1.41810
Related products
Synthetic route
247068-82-2

tert-butyl ((2S)-4-methyl-1-((2R)-2-methyloxirane-2-yl)-1-oxopentan-2-yl)carbamate

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 0.0333333 - 0.333333h;
With trifluoroacetic acid In dichloromethane at 25℃; for 1.5h; Inert atmosphere;
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 1h;
13139-15-6

N-tert-butoxycarbonyl-L-leucine

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane / 3 h / 25 °C / Inert atmosphere
2: tetrahydrofuran / 6 h / 0 °C / Inert atmosphere
3: potassium peroxymonosulfate; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate / water; acetonitrile / Inert atmosphere
4: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C
1.2: 3 h / 0 °C
2.1: tetrahydrofuran / 0 °C / Inert atmosphere
3.1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
5.1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere
6.1: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: 4-methyl-morpholine; chloroformic acid ethyl ester / dichloromethane / 0.33 h / -15 - -10 °C / Inert atmosphere
1.2: 2 h / -15 - -10 °C
2.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 50 - 55 °C / Inert atmosphere
2.2: 8.25 h / 0 - 30 °C
3.1: potassium carbonate; benzonitrile; dihydrogen peroxide / methanol / 6 h / 25 - 30 °C
4.1: trifluoroacetic acid / dichloromethane / 3 h / 5 - 10 °C / Inert atmosphere
View Scheme
87694-50-6

N-(tert-butoxycarbonyl)-L-leucine-N'-methoxy-N'-methylamide

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrahydrofuran / 6 h / 0 °C / Inert atmosphere
2: potassium peroxymonosulfate; 1,1,1-trifluoro-2-propanone; sodium hydrogencarbonate / water; acetonitrile / Inert atmosphere
3: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1: tetrahydrofuran / 0 °C / Inert atmosphere
2: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
4: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere
5: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: tetrahydrofuran / 6 h / 0 °C / Inert atmosphere
2: sodium hydrogencarbonate; Oxone; 1,1,1-trifluoro-2-propanone / water; acetonitrile / 1.5 h / -10 °C / Inert atmosphere
3: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere
View Scheme
247068-81-1

tert-butyl [(1S)-3-methyl-1-(2-methylpropyl)-2-oxobut-3-en-1-yl]carbamate

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: cerium(III) chloride heptahydrate; sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere
2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
3: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere
4: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate; Oxone; 1,1,1-trifluoro-2-propanone / water; acetonitrile / 1.5 h / -10 °C / Inert atmosphere
2: trifluoroacetic acid / dichloromethane / 1.5 h / 25 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate; benzonitrile; dihydrogen peroxide / methanol / 6 h / 25 - 30 °C
2: trifluoroacetic acid / dichloromethane / 3 h / 5 - 10 °C / Inert atmosphere
View Scheme
1609959-45-6

tert-butyl N-[(4S)-3-hydroxy-2,6-dimethylhept-1-en-4-yl]carbamate

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
2: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere
3: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 0 °C
2: Dess-Martin periodane / dichloromethane / 10 h / 0 °C / Inert atmosphere
3: trifluoroacetic acid / dichloromethane / 0 - 20 °C
View Scheme
1609959-47-8

tert-butyl N-[(2S)-1-(-2-methyloxirane-2-yl)-1-hydroxy-4-methylpentan-2-yl]carbamate

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Dess-Martin periodane / dichloromethane / 0 - 20 °C / Inert atmosphere
2: trifluoroacetic acid / dichloromethane / 1 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: Dess-Martin periodane / dichloromethane / 10 h / 0 °C / Inert atmosphere
2: trifluoroacetic acid / dichloromethane / 0 - 20 °C
View Scheme
61-90-5

L-leucine

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydroxide / water / 20 h / 25 - 30 °C
2.1: 4-methyl-morpholine; chloroformic acid ethyl ester / dichloromethane / 0.33 h / -15 - -10 °C / Inert atmosphere
2.2: 2 h / -15 - -10 °C
3.1: magnesium; iodine / tetrahydrofuran / 2.5 h / 50 - 55 °C / Inert atmosphere
3.2: 8.25 h / 0 - 30 °C
4.1: potassium carbonate; benzonitrile; dihydrogen peroxide / methanol / 6 h / 25 - 30 °C
5.1: trifluoroacetic acid / dichloromethane / 3 h / 5 - 10 °C / Inert atmosphere
View Scheme
14676-01-8

3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

1609959-50-3

tert-butyl 3-[(2S)-4-methyl-1-((2R)-2-methyloxiran-2-yl)-1-oxopentan-2-ylamino]-3-oxo-1-phenylpropylcarbamate

Conditions
ConditionsYield
Stage #1: 3-(tert-butoxycarbonylamino)-3-phenylpropanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;
Stage #2: (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h;		92%
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

1469983-01-4

tert-butyl ((S)-1-(((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate

Conditions
ConditionsYield
Stage #1: N-tert-butoxycarbonyl-L-phenylalanine With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;
Stage #2: (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one With N-ethyl-N,N-diisopropylamine In dichloromethane for 3h;		87%
Stage #1: (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;
Stage #2: N-tert-butoxycarbonyl-L-phenylalanine With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;		87%
13139-15-6

N-tert-butoxycarbonyl-L-leucine

247068-84-4

(2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one

tert-butyl ((S)-4-methyl-1-(((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

Conditions
ConditionsYield
Stage #1: (2S)-2-amino-4-methyl-1-[(2R)-2-methyloxiran-2-yl]pentan-1-one With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h;
Stage #2: N-tert-butoxycarbonyl-L-leucine With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;		76%
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  • (S)-2-amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one

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    247068-84-4

    (S)-2-amino-4-methyl-1-((R)-2-methyloxiran-2-yl)pentan-1-one

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