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2854-16-2 Usage

Chemical Properties

Pale yellow liquid

Uses

3-Amino-2-methyl-2-propanol, is a versatile intermediate used for the synthesis of more complex compounds, including inhibitors. It is an intermediate in the preparation of metabolites of Darunavir (D193500), such as (A581405).

Check Digit Verification of cas no

The CAS Registry Mumber 2854-16-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,5 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2854-16:
(6*2)+(5*8)+(4*5)+(3*4)+(2*1)+(1*6)=92
92 % 10 = 2
So 2854-16-2 is a valid CAS Registry Number.
InChI:InChI=1/C4H11NO/c1-4(2,6)3-5/h6H,3,5H2,1-2H3

2854-16-2 Well-known Company Product Price

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  • Aldrich

  • (777625)  1-Amino-2-methyl-2-propanol  95% anhydrous basis

  • 2854-16-2

  • 777625-1G

  • 558.09CNY

  • Detail

2854-16-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Amino-2-methylpropan-2-ol

1.2 Other means of identification

Product number -
Other names 1,1-Dimethylethanolamine 1-amino-2-methylpropan-2-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2854-16-2 SDS

2854-16-2Synthetic route

1-dibenzylamino-2-methyl-propan-2-ol
344868-41-3

1-dibenzylamino-2-methyl-propan-2-ol

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h;99%
3-Hydroxy-3-methylbutyric acid
625-08-1

3-Hydroxy-3-methylbutyric acid

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
Stage #1: 3-Hydroxy-3-methylbutyric acid With 4-methyl-morpholine; diphenyl phosphoryl azide In tetrahydrofuran at 25℃; for 2.25h; Curtius Rearrangement;
Stage #2: With water In tetrahydrofuran for 2h; Reagent/catalyst; Reflux;
85%
2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
Stage #1: 2-hydroxy-2-methylpropanenitrile With lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; for 23h; Inert atmosphere;
Stage #2: With Glauber's salt at 0 - 20℃; for 8h; Inert atmosphere;
81%
Stage #1: 2-hydroxy-2-methylpropanenitrile With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 4.25h; Reflux;
Stage #2: With potassium fluoride; Glauber's salt In tetrahydrofuran at 0 - 35℃;
56%
With lithium aluminium tetrahydride51.5%
2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With ammonia In methanol67.9%
Stage #1: 2-methyl-1,2-epoxypropane With triethylamine; benzylamine In water at 20℃;
Stage #2: With 5% Pd(II)/C(eggshell); hydrogen In methanol at 20℃; for 1.5h;
62%
With ammonia; water at 120℃; for 0.5h; Microwave irradiation;44%
1-(ethylamino)-2-methylpropan-2-ol
73825-96-4

1-(ethylamino)-2-methylpropan-2-ol

A

ethylamine
75-04-7

ethylamine

B

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

C

acetaldehyde
75-07-0

acetaldehyde

D

acetone
67-64-1

acetone

Conditions
ConditionsYield
With water at 25℃; anodic oxidation, pH 10, carbonate buffer; Further byproducts given;A 35%
B 18%
C 34%
D 43%
1-(ethylamino)-2-methylpropan-2-ol
73825-96-4

1-(ethylamino)-2-methylpropan-2-ol

A

formaldehyd
50-00-0

formaldehyd

B

ethylamine
75-04-7

ethylamine

C

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

D

acetaldehyde
75-07-0

acetaldehyde

E

acetone
67-64-1

acetone

Conditions
ConditionsYield
With water at 25℃; Product distribution; Mechanism; anodic oxidation, carbonate buffer, pH 10; effect of substituents investigated with different types of β-alkanolamines;A 18%
B 35%
C 18%
D 34%
E 43%
2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

A

1,1,5,5-tetramethyl-3-azapentane-1,5-diol
79365-81-4

1,1,5,5-tetramethyl-3-azapentane-1,5-diol

B

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With ammonium hydroxide at 100℃; for 15h; sealed vial;A 40%
B n/a
2-hydroxy-2-methyl-propionaldehyde oxime
14352-53-5

2-hydroxy-2-methyl-propionaldehyde oxime

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With ethanol; nickel at 100℃; under 58840.6 Torr;
With hydrogen; nickel In methanol
azido-tert-butyl alcohol

azido-tert-butyl alcohol

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With ethanol; platinum Hydrogenation;
methyl magnesium iodide
917-64-6

methyl magnesium iodide

GlyOEt*HCl
459-73-4

GlyOEt*HCl

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With diethyl ether
methylmagnesium iodide

methylmagnesium iodide

GlyOEt*HCl
459-73-4

GlyOEt*HCl

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
analog verlaeuft die Reaktion mit Alaninaethylester;
t-butyl azide
13686-33-4

t-butyl azide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
(i) (irradiation), cyclohexane, (ii) picric acid, toluene; Multistep reaction;
1-(4,4-dimethyl-3,3-diphenyl-4,5-dihydro-3H-pyrrol-2-yl)-3-(2-hydroxy-2-methyl-propyl)-urea
30489-30-6

1-(4,4-dimethyl-3,3-diphenyl-4,5-dihydro-3H-pyrrol-2-yl)-3-(2-hydroxy-2-methyl-propyl)-urea

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With potassium hydroxide Heating;
2-methyl-2-[(trimethylsilyl)oxy]propanenitrile
18296-11-2

2-methyl-2-[(trimethylsilyl)oxy]propanenitrile

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride Yield given;
N-(β-hydroxy-isobutyl)-phthalimide
167108-05-6

N-(β-hydroxy-isobutyl)-phthalimide

sulfuric acid
7664-93-9

sulfuric acid

A

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

B

isobutyraldehyde
78-84-2

isobutyraldehyde

2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

ammonia
7664-41-7

ammonia

A

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

B

bis-<β-oxy-isobutyl>-amine

bis-<β-oxy-isobutyl>-amine

C

tris-<β-oxy-isobutyl>-amine

tris-<β-oxy-isobutyl>-amine

dimethyl-ethylene oxide

dimethyl-ethylene oxide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With ammonium hydroxide; water
N-<β-oxy-isobutyl>-phthalimide

N-<β-oxy-isobutyl>-phthalimide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With sulfuric acid
2-methyl-2-nitrooxy-propionaldehyde (E)-oxime
6400-94-8

2-methyl-2-nitrooxy-propionaldehyde (E)-oxime

acetic acid
64-19-7

acetic acid

platinum oxide

platinum oxide

A

ammonia
7664-41-7

ammonia

B

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
Hydrogenation;
sodium sulfate
7757-82-6

sodium sulfate

2-hydroxy-2-methylpropanenitrile
75-86-5

2-hydroxy-2-methylpropanenitrile

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
In water4.8 g (41%)
2-methyl-1,2-epoxypropane
558-30-5

2-methyl-1,2-epoxypropane

benzylamine
100-46-9

benzylamine

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
Stage #1: 2-methyl-1,2-epoxypropane; benzylamine With triethylamine In water at 20℃;
Stage #2: With 10% Pd/C; hydrogen In methanol at 20℃;
isobutylamine
78-81-9

isobutylamine

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

Conditions
ConditionsYield
With dipotassium peroxodisulfate; sulfuric acid In water at 80℃; for 4h; Reagent/catalyst; Solvent; Sealed tube;
rac-2-chloro-N-[2-(6-fluoro-2,3-dihydro-benzofuran-3-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide
1214248-50-6

rac-2-chloro-N-[2-(6-fluoro-2,3-dihydro-benzofuran-3-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-acetamide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

rac-N-[2-(6-Fluoro-2,3-dihydro-benzofuran-3-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-2-(2-hydroxy-2-methyl-propylamino)-acetamide
1214250-00-6

rac-N-[2-(6-Fluoro-2,3-dihydro-benzofuran-3-ylamino)-4H-benzo[d][1,3]oxazin-6-yl]-2-(2-hydroxy-2-methyl-propylamino)-acetamide

Conditions
ConditionsYield
In acetonitrile100%
8-chloro-N-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]-pyrimidin-2-amine
1578244-55-9

8-chloro-N-(2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)pyrido[3,4-d]-pyrimidin-2-amine

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-((2-((2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)amino)pyrido[3,4-d]pyrimidin-8-yl)amino)-2-methylpropan-2-ol
1578244-28-6

1-((2-((2-methoxy-4-(1-methyl-1H-pyrazol-4-yl)phenyl)amino)pyrido[3,4-d]pyrimidin-8-yl)amino)-2-methylpropan-2-ol

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 130℃; for 8h; Sealed tube;100%
5-{2-[4-(benzyloxy)phenyl]tetrahydrofuran-2-yl}pyridine-2-carboxylic acid

5-{2-[4-(benzyloxy)phenyl]tetrahydrofuran-2-yl}pyridine-2-carboxylic acid

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

5-{2-[4-(benzyloxy)phenyl]tetrahydrofuran-2-yl}-N-(2-hydroxy-2-methylpropyl)pyridine-2-carboxamide

5-{2-[4-(benzyloxy)phenyl]tetrahydrofuran-2-yl}-N-(2-hydroxy-2-methylpropyl)pyridine-2-carboxamide

Conditions
ConditionsYield
With 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate In dichloromethane; N,N-dimethyl-formamide at 20℃;100%
1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

4-bromobenzenesulfonyl chloride
98-58-8

4-bromobenzenesulfonyl chloride

4-bromo-N-(2-hydroxy-2-methylpropyl)-benzenesulfonamide
500730-57-4

4-bromo-N-(2-hydroxy-2-methylpropyl)-benzenesulfonamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.75h;98%
With triethylamine In dichloromethane at 0 - 20℃; for 1h;64%
With sodium hydroxide
With triethylamine In dichloromethane at 20℃; Inert atmosphere;
3-((5-methyl-5H-chromeno[3,4-c]pyridine-8-carboxamido)methyl)benzoic acid

3-((5-methyl-5H-chromeno[3,4-c]pyridine-8-carboxamido)methyl)benzoic acid

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

N-(3-(2-hydroxy-2-methylpropylcarbamoyl)benzyl)-5-methyl-5H-chromeno[3,4-c]pyridine-8-carboxamide

N-(3-(2-hydroxy-2-methylpropylcarbamoyl)benzyl)-5-methyl-5H-chromeno[3,4-c]pyridine-8-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1.5h; Inert atmosphere;98%
ethyl 2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate

ethyl 2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)-N-(2-hydroxy-2-methylpropyl)acetamide

2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)-N-(2-hydroxy-2-methylpropyl)acetamide

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 50 - 110℃; for 18.75h;98%
In N,N-dimethyl acetamide at 110 - 125℃; for 5.75h;98%
ethyl 2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate

ethyl 2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)-N-(2-hydroxy-2-methylpropyl)acetamide

2-(1-((1r,4r)-4-(cyanomethyl)cyclohexyl)-6-(phenylsulfonyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)-N-(2-hydroxy-2-methylpropyl)acetamide

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 110 - 125℃; for 5.75h;98%
In N,N-dimethyl acetamide at 50 - 125℃; for 50h;
1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

4-chlorobenzoyl chloride
586-75-4

4-chlorobenzoyl chloride

4-bromo-N-(2-hydroxy-2-methylpropyl)benzamide
32159-00-5

4-bromo-N-(2-hydroxy-2-methylpropyl)benzamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 0.75h;98%
tricarbonyl[(8,9,10,11-η)-(2E,6E,8E,10E)-dodeca-2,6,8,10-tetraenoic acid]iron

tricarbonyl[(8,9,10,11-η)-(2E,6E,8E,10E)-dodeca-2,6,8,10-tetraenoic acid]iron

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

tricarbonyl[(8,9,10,11-η)-(2E,6E,8E,10E)-N-(2-hydroxy-2-methylpropyl) dodeca-2,6,8,10-tetraenamide]iron

tricarbonyl[(8,9,10,11-η)-(2E,6E,8E,10E)-N-(2-hydroxy-2-methylpropyl) dodeca-2,6,8,10-tetraenamide]iron

Conditions
ConditionsYield
Stage #1: tricarbonyl[(8,9,10,11-η)-(2E,6E,8E,10E)-dodeca-2,6,8,10-tetraenoic acid]iron With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 1-Amino-2-methyl-propan-2-ol In dichloromethane for 4.5h; Inert atmosphere;
97.5%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

tert-butyl (2-hydroxy-2-methylpropyl)carbamate
183059-24-7

tert-butyl (2-hydroxy-2-methylpropyl)carbamate

Conditions
ConditionsYield
97.4%
In dichloromethane at 0 - 20℃; for 5h;87.7%
1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

dimethylglyoxal
431-03-8

dimethylglyoxal

2,2',5,5,5',5'-Hexamethyl-2,2'-bioxazolidine
141089-23-8

2,2',5,5,5',5'-Hexamethyl-2,2'-bioxazolidine

Conditions
ConditionsYield
In benzene for 12h; Heating;97%
N-(4-trifluoromethoxy-phenyl)-2-chloro-4-fluoro-5-nitro-benzoic acid amide
1380836-83-8

N-(4-trifluoromethoxy-phenyl)-2-chloro-4-fluoro-5-nitro-benzoic acid amide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

N-(4-trifluoromethoxy-phenyl)-2-chloro-4-(2-hydroxy-2-methyl-propylamino)-5-nitro-benzoic acid amide
1380836-85-0

N-(4-trifluoromethoxy-phenyl)-2-chloro-4-(2-hydroxy-2-methyl-propylamino)-5-nitro-benzoic acid amide

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;97%
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;97%
(2E,4E,8Z,10E,12E)-tetradeca-2,4,8,10,12-pentaenoic acid

(2E,4E,8Z,10E,12E)-tetradeca-2,4,8,10,12-pentaenoic acid

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

N-(2-methyl-2-hydroxypropyl)-tetradeca-(2E,4E,8Z,10E,12E)-pentaeneamide
78886-66-5

N-(2-methyl-2-hydroxypropyl)-tetradeca-(2E,4E,8Z,10E,12E)-pentaeneamide

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In chloroform; acetonitrile at 20℃; for 0.5h; Inert atmosphere;97%
Stage #1: (2E,4E,8Z,10E,12E)-tetradeca-2,4,8,10,12-pentaenoic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In chloroform for 0.5h;
Stage #2: 1-Amino-2-methyl-propan-2-ol In chloroform for 4h; Inert atmosphere;
92%
phenyl isocyanate
103-71-9

phenyl isocyanate

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-hydroxy-2-methyl-propyl)-3-phenyl-urea

1-(2-hydroxy-2-methyl-propyl)-3-phenyl-urea

Conditions
ConditionsYield
In ethyl acetate at 0 - 22℃; for 24h;96%
1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

dimethylglyoxal
431-03-8

dimethylglyoxal

A

1-Acetyl-1-methyl-N-(2-hydroxy-2-methylpropyl)methanimine
141089-13-6

1-Acetyl-1-methyl-N-(2-hydroxy-2-methylpropyl)methanimine

B

1-(2,5,5-Trimethyl-oxazolidin-2-yl)-ethanone
141089-20-5

1-(2,5,5-Trimethyl-oxazolidin-2-yl)-ethanone

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 25℃; for 4h;A 96%
B n/a
4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)-pyridin-4-yl)-1,3,5-triazin-2-amine
1446507-68-1

4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)-pyridin-4-yl)-1,3,5-triazin-2-amine

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

2-methyl-1-[(4-[6-(trifluoromethyl)pyridin-2-yl]-6-{[2-(trifluoromethyl)pyridin-4-yl]amino}-1,3,5-triazin-2-yl)amino]propan-2-ol
1446502-11-9

2-methyl-1-[(4-[6-(trifluoromethyl)pyridin-2-yl]-6-{[2-(trifluoromethyl)pyridin-4-yl]amino}-1,3,5-triazin-2-yl)amino]propan-2-ol

Conditions
ConditionsYield
Stage #1: 4-chloro-6-(6-(trifluoromethyl)pyridin-2-yl)-N-(2-(trifluoro-methyl)-pyridin-4-yl)-1,3,5-triazin-2-amine With N-ethyl-N,N-diisopropylamine In 2-methyltetrahydrofuran at 20℃; Inert atmosphere; Large scale;
Stage #2: 1-Amino-2-methyl-propan-2-ol In 2-methyltetrahydrofuran at 20 - 30℃; Large scale;
96%
With sodium hydrogencarbonate In tetrahydrofuran Concentration; Reflux;
With sodium hydrogencarbonate In tetrahydrofuran at 75 - 80℃;
1-[4-(i-propyl)phenyl]-pentane-1,4-dione
1033280-93-1

1-[4-(i-propyl)phenyl]-pentane-1,4-dione

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-(4-isopropylphenyl)-5-methyl-1H-pyrrol-1-yl)-2-methylpropan-2-ol

1-(2-(4-isopropylphenyl)-5-methyl-1H-pyrrol-1-yl)-2-methylpropan-2-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In ethanol at 160℃; under 7757.43 Torr; for 0.5h; Sealed tube; Microwave irradiation;96%
Propyl isocyanate
110-78-1

Propyl isocyanate

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-hydroxy-2-methyl-propyl)-3-propyl-urea

1-(2-hydroxy-2-methyl-propyl)-3-propyl-urea

Conditions
ConditionsYield
In ethyl acetate for 5h; Heating;95%
1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene
2094-99-7

1-(1-isocyanato-1-methylethyl)-3-(1-methylethenyl)benzene

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-hydroxy-2-methyl-propyl)-3-<1-(3-isopropenyl-phenyl)-1-methyl-ethyl>-urea

1-(2-hydroxy-2-methyl-propyl)-3-<1-(3-isopropenyl-phenyl)-1-methyl-ethyl>-urea

Conditions
ConditionsYield
In ethyl acetate at 0 - 22℃; for 24h;95%
1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

ortho-nitrofluorobenzene
1493-27-2

ortho-nitrofluorobenzene

2-methyl-1-[(2-nitrophenyl)amino]propan-2-ol
851190-77-7

2-methyl-1-[(2-nitrophenyl)amino]propan-2-ol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;95%
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 80℃; for 24h;
6-fluoro-3-nitroaniline
369-36-8

6-fluoro-3-nitroaniline

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

2-methyl-1-(5-nitro-1H-benzo[d]imidazol-1-yl)propan-2-ol

2-methyl-1-(5-nitro-1H-benzo[d]imidazol-1-yl)propan-2-ol

Conditions
ConditionsYield
Stage #1: 6-fluoro-3-nitroaniline; 1-Amino-2-methyl-propan-2-ol In dimethyl sulfoxide at 120℃;
Stage #2: orthoformic acid triethyl ester In dimethyl sulfoxide at 20 - 100℃;
95%
4-(cyclopropylmethoxy)-N-(2-formyl-1,4-dimethyl-1H-indol-5-yl)benzamide
1314128-32-9

4-(cyclopropylmethoxy)-N-(2-formyl-1,4-dimethyl-1H-indol-5-yl)benzamide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide
1314127-26-8

4-(cyclopropylmethoxy)-N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1,4-dimethyl-1H-indol-5-yl)benzamide

Conditions
ConditionsYield
Stage #1: 4-(cyclopropylmethoxy)-N-(2-formyl-1,4-dimethyl-1H-indol-5-yl)benzamide; 1-Amino-2-methyl-propan-2-ol With acetic acid In 1-methyl-pyrrolidin-2-one at 20℃; for 3h;
Stage #2: With sodium tris(acetoxy)borohydride In 1-methyl-pyrrolidin-2-one at 20℃; for 15h;
Stage #3: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water; ethyl acetate at 20℃;
94%
tricarbonyl[(8-11-η)-(2E,6E,8E,10E)-dodeca-2,6,8,10-tetraenoic acid]iron

tricarbonyl[(8-11-η)-(2E,6E,8E,10E)-dodeca-2,6,8,10-tetraenoic acid]iron

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

C19H25FeNO5

C19H25FeNO5

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;94%
N-(4-chloroquinolin-3-yl)-2-(ethoxy-d5)acetamide

N-(4-chloroquinolin-3-yl)-2-(ethoxy-d5)acetamide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-(2-((ethoxy-d5)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol

1-(2-((ethoxy-d5)methyl)-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 125℃; for 15h; Sealed tube;94%
3-fluoro-4-nitrophenol
394-41-2

3-fluoro-4-nitrophenol

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

2-fluoro-5-(trifluoromethyl)pyridine
69045-82-5

2-fluoro-5-(trifluoromethyl)pyridine

2-methyl-1-((2-nitro-5-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)amino)propan-2-ol

2-methyl-1-((2-nitro-5-((5-(trifluoromethyl)pyridin-2-yl)oxy)phenyl)amino)propan-2-ol

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-nitrophenol; 1-Amino-2-methyl-propan-2-ol With sodium hydrogencarbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 4h; Inert atmosphere;
Stage #2: 2-fluoro-5-(trifluoromethyl)pyridine With potassium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 4h; Inert atmosphere;
93.5%
Stage #1: 3-fluoro-4-nitrophenol; 1-Amino-2-methyl-propan-2-ol With caesium carbonate; N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 100℃; for 4h;
Stage #2: 2-fluoro-5-(trifluoromethyl)pyridine With caesium carbonate In 1-methyl-pyrrolidin-2-one at 100℃; for 3h;
1.53 g
Stage #1: 3-fluoro-4-nitrophenol; 1-Amino-2-methyl-propan-2-ol With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 100℃; for 4h;
Stage #2: 2-fluoro-5-(trifluoromethyl)pyridine With caesium carbonate
1.53 g
8-(Cyclopropylmethyl)-2-(2,4-difluorophenyl)-3-(2-(methanesulfonyl)pyrimidin-4-yl)imidazo[1,2-a]pyrazine
928318-76-7

8-(Cyclopropylmethyl)-2-(2,4-difluorophenyl)-3-(2-(methanesulfonyl)pyrimidin-4-yl)imidazo[1,2-a]pyrazine

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

1-{4-[8-cyclopropylmethyl-2-(2,4-difluorophenyl)-imidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-ylamino}-2-methylpropan-2-ol
1061668-19-6

1-{4-[8-cyclopropylmethyl-2-(2,4-difluorophenyl)-imidazo[1,2-a]pyrazin-3-yl]-pyrimidin-2-ylamino}-2-methylpropan-2-ol

Conditions
ConditionsYield
In acetonitrile at 80℃; for 16h;93%
1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

(E)-methyl 4,4-dimethyl-5-oxopent-2-enoate
103826-56-8

(E)-methyl 4,4-dimethyl-5-oxopent-2-enoate

(E)-4-(5,5-Dimethyl-oxazolidin-2-yl)-4-methyl-pent-2-enoic acid methyl ester
1027960-64-0

(E)-4-(5,5-Dimethyl-oxazolidin-2-yl)-4-methyl-pent-2-enoic acid methyl ester

Conditions
ConditionsYield
With 4 Angstroem MS In 1,2-dimethoxyethane for 2h; Ambient temperature;92%
2E,6Z,8E,10E-dodecatetraenoic acid
18744-21-3

2E,6Z,8E,10E-dodecatetraenoic acid

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

hydroxy-α-sanshool
97465-69-5, 83883-10-7

hydroxy-α-sanshool

Conditions
ConditionsYield
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In chloroform; acetonitrile at 20℃; for 0.5h;92%
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine In dichloromethane at 20℃; for 1h;82%
N-(2-formyl-1-methyl-1H-indol-5-yl)-4-(tetrahydrofuran-3-ylmethoxy)benzamide
1314128-01-2

N-(2-formyl-1-methyl-1H-indol-5-yl)-4-(tetrahydrofuran-3-ylmethoxy)benzamide

1-Amino-2-methyl-propan-2-ol
2854-16-2

1-Amino-2-methyl-propan-2-ol

N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1-methyl-1H-indol-5-yl)-4-(tetrahydrofuran-3-ylmethoxy)benzamide
1314127-01-9

N-(2-{[(2-hydroxy-2-methylpropyl)amino]methyl}-1-methyl-1H-indol-5-yl)-4-(tetrahydrofuran-3-ylmethoxy)benzamide

Conditions
ConditionsYield
Stage #1: N-(2-formyl-1-methyl-1H-indol-5-yl)-4-(tetrahydrofuran-3-ylmethoxy)benzamide; 1-Amino-2-methyl-propan-2-ol With acetic acid In 1-methyl-pyrrolidin-2-one at 20℃; for 3h;
Stage #2: With sodium tris(acetoxy)borohydride In 1-methyl-pyrrolidin-2-one at 20℃; for 90h;
Stage #3: With sodium hydroxide In 1-methyl-pyrrolidin-2-one; water; ethyl acetate at 20℃;
92%

2854-16-2Relevant articles and documents

Total synthesis of hydroxy-α- and hydroxy-β-sanshool using Suzuki-Miyaura coupling

Igarashi, Yasushi,Aoki, Katsuyuki,Nishimura, Hiroaki,Morishita, Isao,Usui, Kimitoshi

, p. 1088 - 1091 (2012)

Here, we describe the first total synthesis of hydroxyl-α- and hydroxyl-β-sanshool, which involves Suzuki-Miyaura coupling (SMC). Hydroxy-α-sanshool (1) was synthesized by SMC of bromoalkyne 4 with boronate 3 followed by (Z)-selective reduction of the triple bond in the coupling product. Hydroxy-β-sanshool (2) was synthesized by regio- and (E)-selective conversion of 4 to iodoalkene 11 followed by SMC with 3.

Synthesis and evaluation of new alkylamides derived from α-hydroxysanshool, the pungent molecule in szechuan pepper

Menozzi, Candice,Riera, Celine E.,Munari, Caroline,Coutre, Johannes Le,Robert, Fabien

, p. 1982 - 1989 (2009)

Szechuan pepper is widely used in Asia as a spice for its pleasant pungent and tingling sensations, produced by natural alkylamides called sanshools. R-Hydroxysanshool, the main alkylamide found in the pericarp of the fruit, stimulates sensory neurons innervating the mouth by targeting two chemosensitive members of the transient receptor potential (TRP) channels, TRPV1 and TRPA1. As it was previously found that configuration of the unsaturations in the R-hydroxysanshool alkyl chain is required for TRPA1 but not TRPV1 selectivity, this study aimed at obtaining more potent and selective TRPA1 agonists using R-hydroxysanshool as a starting material. This paper reports the preparation of new alkylamides derived from sanshool and their efficacy in stimulating TRPA1 and TRPV1 receptors. The data provide knowledge of the main sanshool chemical functionalities required for TRP channel activation, but they also evidence new selective and potent TRPA1 agonists based on α-hydroxysanshool.

IMIDAZOQUINOLINE-TYPE COMPOUNDS AND USES THEREOF

-

Paragraph 0010; 0083; 0088, (2021/10/11)

Provided in the present disclosure are imidazoquinoline-type compounds, methods for their preparation, pharmaceutical compositions thereof and their use, wherein the imidazoquinoline-type compounds, upon local administration, form depots inducing cell mediated immune response while mitigating a systemic proinflammatory immune response.

Intermediate compound used for synthesizing valnemulin hydrochloride, and preparation method of valnemulin hydrochloride

-

Paragraph 0018; 0019; 0023, (2017/08/02)

The invention discloses an intermediate compound used for synthesizing valnemulin hydrochloride. The chemical structure of the intermediate compound used for synthesizing valnemulin hydrochloride is represented by a formula in the invention. A preparation method of the intermediate compound comprises following steps: beta-hydroxyisovaleric acid is subjected to Curtius rearrangement reaction so as to obtain 2-methyl-2-hydroxy propylamine; 2-methyl-2-hydroxy propylamine and D-valine Dane salt are subjected to mixed anhydride method reaction so as to obtain an amide product; the amide product is subjected to hydroxy activation under alkaline conditions with methylsulfonyl chloride, and then is reacted with potassium thioacetate. The preparation method of valnemulin hydrochloride comprises following steps: pleuromutilin is reacted with paratoluensulfonyl chloride so as to obtain pleuromutilin p-tosylate; pleuromutilin p-tosylate is reacted with the intermediate compound, and hydrochloric acid deprotection is carried out so as to obtain valnemulin hydrochloride. In the preparation method of valnemulin hydrochloride, no dimethyl cysteamine hydrochloride is needed, production conditions are mild, no environment pollution is caused, and the preparation method is suitable for industrialized production.

INDANYLOXYPHENYLCYCLOPROPANECARBOXYLIC ACIDS

-

Paragraph 0427-0428, (2015/06/03)

A compound of formula I, wherein the groups R1, R2, R3, X, m, and n are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2. Furthermore, the invention relates to novel intermediates, useful for the synthesis of compounds of formula I.

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