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19962-06-2

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19962-06-2 Usage

General Description

N-BOC-3-aminophenol is a chemical compound with the molecular formula C14H17NO3. It is a derivative of 3-aminophenol, which is widely used in the production of pharmaceuticals, dyes, and other organic compounds. The "N-BOC" in its name refers to the N-tert-butoxycarbonyl protecting group, which is commonly used in organic synthesis to protect reactive functional groups from unwanted reactions. N-BOC-3-aminophenol is often used as a building block in the synthesis of various organic compounds and pharmaceuticals, and its unique properties make it valuable in chemical research and development.

Check Digit Verification of cas no

The CAS Registry Mumber 19962-06-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,9,6 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 19962-06:
(7*1)+(6*9)+(5*9)+(4*6)+(3*2)+(2*0)+(1*6)=142
142 % 10 = 2
So 19962-06-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H15NO3/c1-11(2,3)15-10(14)12-8-5-4-6-9(13)7-8/h4-7,13H,1-3H3,(H,12,14)

19962-06-2 Well-known Company Product Price

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  • Alfa Aesar

  • (H55059)  3-(Boc-amino)phenol, 97%   

  • 19962-06-2

  • 1g

  • 146.0CNY

  • Detail
  • Alfa Aesar

  • (H55059)  3-(Boc-amino)phenol, 97%   

  • 19962-06-2

  • 5g

  • 505.0CNY

  • Detail
  • Alfa Aesar

  • (H55059)  3-(Boc-amino)phenol, 97%   

  • 19962-06-2

  • 25g

  • 1731.0CNY

  • Detail

19962-06-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl N-(3-hydroxyphenyl)carbamate

1.2 Other means of identification

Product number -
Other names t-butyloxycarbonylamino-3-hydroxybenzene

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:19962-06-2 SDS

19962-06-2Synthetic route

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

Conditions
ConditionsYield
In tetrahydrofuran Reflux;100%
In tetrahydrofuran for 24h; Heating;96%
In tetrahydrofuran for 18h; Reflux;95%
tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

m-Hydroxyaniline
591-27-5

m-Hydroxyaniline

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

Conditions
ConditionsYield
In ethanol for 1h; Reflux;94%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-azidophenol
51642-25-2

3-azidophenol

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

Conditions
ConditionsYield
With hydrogen; Lindlar's catalyst In methanol at 20℃; under 760 Torr; for 6h;89%
tert-butyl 3-hydroxyphenyl(3-perfluorooctylpropoxy)carbamate
1239374-10-7

tert-butyl 3-hydroxyphenyl(3-perfluorooctylpropoxy)carbamate

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

Conditions
ConditionsYield
With methanol; tris(propionitrile)tricarbonylmolybdenum(0) at 130℃; for 0.25h; Microwave irradiation; Inert atmosphere; chemoselective reaction;
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

4-fluoro-2-methylaminonitrobenzene
120381-42-2

4-fluoro-2-methylaminonitrobenzene

tert-butyl {3-[3-(methylamino)-4-nitrophenoxy]phenyl}carbamate
1123583-09-4

tert-butyl {3-[3-(methylamino)-4-nitrophenoxy]phenyl}carbamate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 14h;100%
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

propargyl bromide
106-96-7

propargyl bromide

tert-butyl 3-(prop-2-ynyloxy)phenylcarbamate
1333393-77-3

tert-butyl 3-(prop-2-ynyloxy)phenylcarbamate

Conditions
ConditionsYield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 68℃; for 45h;98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 12h;80%
2,2,2-trifluoroethyl trifluoromethanesulphonate
6226-25-1

2,2,2-trifluoroethyl trifluoromethanesulphonate

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

tert-butyl (3-(2,2,2-trifluoroethoxy)phenyl)carbamate
1357094-84-8

tert-butyl (3-(2,2,2-trifluoroethoxy)phenyl)carbamate

Conditions
ConditionsYield
With potassium carbonate In acetone at 50℃;97%
With potassium carbonate In acetone at 50℃; for 36h;97.3%
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

2,4-dichloro-5-fluoropyrimidine
2927-71-1

2,4-dichloro-5-fluoropyrimidine

C15H15ClFN3O3
1246610-46-7

C15H15ClFN3O3

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In butan-1-ol at 110℃; for 16h;96%
4-chloro-3-nitro-2-pyridinamine
6980-08-1

4-chloro-3-nitro-2-pyridinamine

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

4-(3-N-(tert-butoxycarbonyl)aminophenoxy)-3-nitropyridin-2-amine
956488-58-7

4-(3-N-(tert-butoxycarbonyl)aminophenoxy)-3-nitropyridin-2-amine

Conditions
ConditionsYield
Stage #1: tert-butyl 3-hydroxyphenylcarbamate With potassium tert-butylate In N,N-dimethyl-formamide at 20℃; for 1h; Inert atmosphere;
Stage #2: 4-chloro-3-nitro-2-pyridinamine In N,N-dimethyl-formamide at 80℃; for 20h; Inert atmosphere; Further stages;
96%
2-(bromomethyl)-6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methylpyridine
1196672-22-6

2-(bromomethyl)-6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methylpyridine

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

tert-butyl (3-((6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methylpyridin-2-yl)methoxy)phenyl)-carbamate
1450659-44-5

tert-butyl (3-((6-(2,5-dimethyl-1H-pyrrol-1-yl)-4-methylpyridin-2-yl)methoxy)phenyl)-carbamate

Conditions
ConditionsYield
With potassium carbonate In acetone for 8h; Inert atmosphere; Reflux;90%
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-butyl 3-{[tert-butyl(dimethyl)silyl]oxy}phenylcarbamate

tert-butyl 3-{[tert-butyl(dimethyl)silyl]oxy}phenylcarbamate

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 20℃;89%
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside
3068-32-4

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside

3-tert-butoxycarbonylaminophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside
1093661-56-3

3-tert-butoxycarbonylaminophenyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside

Conditions
ConditionsYield
With potassium carbonate for 3h; Neat (no solvent);87%
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 2-(3-((tert-butoxycarbonyl)amino)phenoxy)acetate
170856-29-8

ethyl 2-(3-((tert-butoxycarbonyl)amino)phenoxy)acetate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 60℃; for 18h;86%
With potassium carbonate In butanone at 78℃; for 4h;80%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 15h; Ambient temperature;
2-chloro-5-nitropyridine
4548-45-2

2-chloro-5-nitropyridine

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

2-chloro-5-[(5-nitropyridin-2-yl)oxy]aniline
1125632-63-4

2-chloro-5-[(5-nitropyridin-2-yl)oxy]aniline

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;85%
tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

1,1'-sulfonylbis(2-methyl-1H-imidazole)

1,1'-sulfonylbis(2-methyl-1H-imidazole)

3-((tert-butoxycarbonyl)amino)phenyl 2-methyl-1H-imidazole-1-sulfonate
1400942-72-4

3-((tert-butoxycarbonyl)amino)phenyl 2-methyl-1H-imidazole-1-sulfonate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 120℃; for 0.25h; Microwave irradiation;84%
4-(bromomethyl)benzaldehyde
51359-78-5

4-(bromomethyl)benzaldehyde

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

tert-butyl (3-((4-formylbenzyl)oxy)phenyl)carbamate

tert-butyl (3-((4-formylbenzyl)oxy)phenyl)carbamate

Conditions
ConditionsYield
With potassium carbonate at 80℃; for 2h;83%
methanesulfonic acid 3-morpholin-4-yl-propyl ester
1018895-28-7

methanesulfonic acid 3-morpholin-4-yl-propyl ester

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

tert-butyl 3-(3-morpholinopropoxy)phenylcarbamate
1061378-23-1

tert-butyl 3-(3-morpholinopropoxy)phenylcarbamate

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 55℃; for 72h;82%
With caesium carbonate In N,N-dimethyl-formamide at 55℃; for 24 - 72h; Product distribution / selectivity;
4-chlorobutyl bromide
6940-78-9

4-chlorobutyl bromide

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

tert-butyl (3-(4-chlorobutoxy)phenyl)carbamate

tert-butyl (3-(4-chlorobutoxy)phenyl)carbamate

Conditions
ConditionsYield
With potassium carbonate In water; N,N-dimethyl-formamide at 40 - 50℃;80.4%
1-chloro-2-fluoro-3-nitrobenzene
2106-49-2

1-chloro-2-fluoro-3-nitrobenzene

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

(3-(2-chloro-4-nitrophenoxy)phenyl)carbamic acid tert-butyl ester

(3-(2-chloro-4-nitrophenoxy)phenyl)carbamic acid tert-butyl ester

Conditions
ConditionsYield
With potassium hydroxide In acetonitrile at 40℃; for 2h;78.8%
4-Carboxybenzaldehyde
619-66-9

4-Carboxybenzaldehyde

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

3-((tert-butoxycarbonyl)amino)phenyl-4-formylbenzoate

3-((tert-butoxycarbonyl)amino)phenyl-4-formylbenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 16h; Inert atmosphere;78%
methyl 5-fluoro-2-nitrobenzoate
393-85-1

methyl 5-fluoro-2-nitrobenzoate

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

5-(3-tert-butoxycarbonylaminophenoxy)-2-nitrobenzoic acid methyl ester
1192319-26-8

5-(3-tert-butoxycarbonylaminophenoxy)-2-nitrobenzoic acid methyl ester

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate In DMF (N,N-dimethylformamide) at 20℃; for 72h;77%
indotricarbocyclohexen-μ-(chloro) cyanine iodide

indotricarbocyclohexen-μ-(chloro) cyanine iodide

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

C45H54N3O3(1+)*I(1-)

C45H54N3O3(1+)*I(1-)

Conditions
ConditionsYield
Stage #1: tert-butyl 3-hydroxyphenylcarbamate With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: indotricarbocyclohexen-μ-(chloro) cyanine iodide In N,N-dimethyl-formamide; mineral oil at 25℃; for 2h; Inert atmosphere;
75.2%
C13H6ClNO4

C13H6ClNO4

tert-butyl 3-hydroxyphenylcarbamate
19962-06-2

tert-butyl 3-hydroxyphenylcarbamate

3-((tert-butoxycarbonyl)amino)phenyl 2-methyl-4,9-dioxo-4,9-dihydrofuro[2,3-g]quinoline-3-carboxylate

3-((tert-butoxycarbonyl)amino)phenyl 2-methyl-4,9-dioxo-4,9-dihydrofuro[2,3-g]quinoline-3-carboxylate

Conditions
ConditionsYield
With dmap; triethylamine In chloroform for 5h; Reflux;75%

19962-06-2Relevant articles and documents

Copolymers of aniline and 3-aminophenol derivatives with oligo(oxyethylene) side chains as novel water-soluble conducting polymers

Hua, Fengjun,Ruckenstein, Eli

, p. 6104 - 6112 (2004)

A novel water-soluble copolymer of aniline and aminophenol (AP) grafted with oligo(oxyethylene) (PEO) side chains (AP-g-PEO) was synthesized. The AP-g-PEO macromononer was prepared starting from an N-protected 3-aminophenol (protection group: tert-butoxycarbonyl) followed by the substitution of tosylated oligo(oxyethylene) on the hydroxide moiety of the AP and deprotection. Finally, AP-g-PEO was copolymerized with aniline at various feed mole ratios (AP-g-PEO/aniline), The copolymers and various intermediates were characterized by FTIR, MS, NMR, GPC, UV-vis, and chemical elemental analysis. The increase of the aniline content and the decrease of the PEO side chain length generated lower oligo(oxyethylene) grafted concentrations and solubilities in water but longer conjugation lengths and higher conductivities. Four AP-g-PEOs were prepared from four oligo(oxyethylene) methyl ethers with Mn = 164, 350, 750, and 2000. The poly((AP-g-PEO-750)-co-aniline) at a feed mole ratio of 3/1 was water-soluble and possessed a relatively high conductivity (0.12 S/cm). AP-g-PEOs were found to have low reactivities and to generate low homopolymerization degrees because of the torsional effects of the PEO side chains on the backbone of the copolymer. A possible copolymerization mechanism was suggested. Furthermore, the copolymers with high PEO content had lower oxidation and doping levels of their backbones, which were confirmed by X-ray photoelectron spectroscopy.

Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate

Pise, Ashok S.,Ingale, Ajit P.,Dalvi, Navnath R.

supporting information, p. 3768 - 3780 (2021/10/26)

The sulfated polyborate catalyzed an efficient and chemoselective N-tert-butyloxycarbonylation of amines under ultrasonic irradiation is developed. A broad substrate scope has been demonstrated for N-Boc protection of various primary/secondary amines. It allows converting several aliphatic/aryl/heteroaryl amines, amino alcohol, aminoester, and chiral amines to their N-Boc-protected derivatives under solvent-free conditions with excellent yields. The protocol has several advantages such as easy catalyst, and product isolation, short reaction time, excellent yields, outstanding chemoselectivity, and catalyst recyclability, among others. This makes the process practicable, economical, and environmentally benign.

Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines

Ingale, Ajit P.,Garad, Dnyaneshwar N.,Ukale, Dattatraya,Thorat, Nitin M.,Shinde, Sandeep V.

supporting information, p. 3791 - 3804 (2021/11/04)

Thiamin hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature. The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alcohol without racemization in high yield. Thiamin hydrochloride is stable, economical, easy to handle and environmentally friendly.

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