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1948-71-6

1948-71-6

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1948-71-6 Usage

Chemical Properties

WHITE CRYSTALLINE POWDER

Uses

N-Acetyl-L-tyrosine Amide is an analogue of L-tyrosine which stimulate the transport of L-Tyr, mainly by the ASC system.

Check Digit Verification of cas no

The CAS Registry Mumber 1948-71-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,9,4 and 8 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1948-71:
(6*1)+(5*9)+(4*4)+(3*8)+(2*7)+(1*1)=106
106 % 10 = 6
So 1948-71-6 is a valid CAS Registry Number.
InChI:InChI=1/C11H14N2O3/c1-7(14)13-10(11(12)16)6-8-2-4-9(15)5-3-8/h2-5,10,15H,6H2,1H3,(H2,12,16)(H,13,14)/t10-/m0/s1

1948-71-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name N-Acetyl-L-tyrosine Amide

1.2 Other means of identification

Product number -
Other names AC-TYR-NH2

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:1948-71-6 SDS

1948-71-6Synthetic route

N-acetyl-L-tyrosine ethyl ester
840-97-1

N-acetyl-L-tyrosine ethyl ester

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Conditions
ConditionsYield
With methanol; ammonia
N-acetyl-L-tyrosine methyl ester
2440-79-1

N-acetyl-L-tyrosine methyl ester

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Conditions
ConditionsYield
With ammonia at -40℃;
With ammonia
DL-tryptophanamide radical
100927-21-7

DL-tryptophanamide radical

N-acetyl-L-tryrosinamide anion

N-acetyl-L-tryrosinamide anion

A

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

B

DL-tryptophanamide anion

DL-tryptophanamide anion

Conditions
ConditionsYield
at 20℃; Rate constant; one-electron redox reactions;
L-Tyr-OMe
1080-06-4

L-Tyr-OMe

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid
2: methanol. NH3
View Scheme
L-tyrosine
60-18-4

L-tyrosine

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide / water; 1,4-dioxane / 0 - 20 °C
2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; N-ethyl-N,N-diisopropylamine; ammonium chloride / N,N-dimethyl-formamide / 0 - 20 °C
View Scheme
N-acetyl-L-tyrosine
537-55-3

N-acetyl-L-tyrosine

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Conditions
ConditionsYield
With dmap; ammonium chloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 0 - 20℃;
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

N-α-acetyl-O-(tert-butyl(dimethyl)silyl)-L-tyrosinamide
503157-91-3

N-α-acetyl-O-(tert-butyl(dimethyl)silyl)-L-tyrosinamide

Conditions
ConditionsYield
With pyridine; 1H-imidazole for 4h;93%
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

1-deoxy-1-fluoro-α-D-glucose
2106-10-7

1-deoxy-1-fluoro-α-D-glucose

C17H24N2O8

C17H24N2O8

Conditions
ConditionsYield
With calcium hydroxide In water at 20℃; for 1h;91%
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Ac-Dityr-NH2

Ac-Dityr-NH2

Conditions
ConditionsYield
With dihydrogen peroxide; horseradish peroxidase In various solvent(s) pH=9.4; Enzymatic reaction;90%
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

(S)-N-[1-cyano-2-(4-hydroxyphenyl)ethyl]acetamide

(S)-N-[1-cyano-2-(4-hydroxyphenyl)ethyl]acetamide

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; dichloroacetonitrile; water In acetonitrile at 60℃; for 5h; Schlenk technique; Inert atmosphere;79%
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

C11H15N3O2

C11H15N3O2

Conditions
ConditionsYield
With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrazine hydrate; lithium hydroxide In 1,4-dioxane at 170℃; for 16h; Molecular sieve; Inert atmosphere;33%
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

A

Ac-Isodityr-NH2

Ac-Isodityr-NH2

B

Ac-Dityr-NH2

Ac-Dityr-NH2

Conditions
ConditionsYield
With TEA; potassium hexacyanoferrate(III) In methanol; waterA 20%
B 17%
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

(S)-3-acetylamino-7,9-dibromo-1-oxa-spiro[4.5]deca-6,9-diene-2,8-dione
103854-85-9

(S)-3-acetylamino-7,9-dibromo-1-oxa-spiro[4.5]deca-6,9-diene-2,8-dione

Conditions
ConditionsYield
With perchloric acid; bromine
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

2-ethyl-5-phenylisoxazolium-3'-sulphonate
4156-16-5

2-ethyl-5-phenylisoxazolium-3'-sulphonate

3-{(E)-3-[4-((S)-2-Acetylamino-2-carbamoyl-ethyl)-phenoxy]-3-ethylamino-acryloyl}-benzenesulfonic acid
103383-43-3

3-{(E)-3-[4-((S)-2-Acetylamino-2-carbamoyl-ethyl)-phenoxy]-3-ethylamino-acryloyl}-benzenesulfonic acid

Conditions
ConditionsYield
With triethylamine In acetonitrile at 25℃;
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

N-acetyl-L-tyrosine
537-55-3

N-acetyl-L-tyrosine

Conditions
ConditionsYield
With potassium phosphate buffer at 30℃; for 1h; amidase from Erwina carotovora; determination of relative rate of deamination;
With subtilisin-CLEC at 40℃; pH 7.5, phosphate buffer; Yield given;
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

Phosphoric acid mono-[4-((S)-2-acetylamino-2-carbamoyl-ethyl)-phenyl] ester

Phosphoric acid mono-[4-((S)-2-acetylamino-2-carbamoyl-ethyl)-phenyl] ester

Conditions
ConditionsYield
With 1H-tetrazole; di-tert-butyl diisopropylphosphoramide; 3-chloro-benzenecarboperoxoic acid 1.) DMF, RT, 1 h, 2.) THF, CH2Cl2, 0 deg C, 30 min; Yield given. Multistep reaction;
methanol
67-56-1

methanol

perchloric acid
7601-90-3

perchloric acid

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

bromine
7726-95-6

bromine

(S)-3-acetylamino-7,9-dibromo-1-oxa-spiro[4.5]deca-6,9-diene-2,8-dione
103854-85-9

(S)-3-acetylamino-7,9-dibromo-1-oxa-spiro[4.5]deca-6,9-diene-2,8-dione

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

N-α-(acetyl-tert-butoxycarbonyl)-N,N-di(tert-butoxycarbonyl)-L-tyrosinamide
503157-93-5

N-α-(acetyl-tert-butoxycarbonyl)-N,N-di(tert-butoxycarbonyl)-L-tyrosinamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 93 percent / imidazole; pyridine / 4 h
2: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
3: 79 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
View Scheme
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

N-α-(acetyl-tert-butoxycarbonyl)-O-(tert-butyl(dimethyl)silyl)-N,N-di(tert-butoxycarbonyl)-L-tyrosinamide
503157-92-4

N-α-(acetyl-tert-butoxycarbonyl)-O-(tert-butyl(dimethyl)silyl)-N,N-di(tert-butoxycarbonyl)-L-tyrosinamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / imidazole; pyridine / 4 h
2: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
View Scheme
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

O-[N-(acetyl-Boc)-L-tyrosinyl-N,N-di-Boc-amide]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite
503157-97-9

O-[N-(acetyl-Boc)-L-tyrosinyl-N,N-di-Boc-amide]-O-(S-pivaloyl-2-thioethyl)-N,N-diisopropyl phosphoramidite

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 93 percent / imidazole; pyridine / 4 h
2: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
3: 79 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4: 65 percent / 3 Angstroem molecular sieves; 1H-tetrazole; NH(iPr)2 / acetonitrile / 2 h / 20 °C
View Scheme
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

O-[N-(acetyl)-L-tyrosinamide]yl-O-(S-pivaloyl-2-thioethyl)-3'-azido-3'-deoxythymidin-5'-yl phosphate

O-[N-(acetyl)-L-tyrosinamide]yl-O-(S-pivaloyl-2-thioethyl)-3'-azido-3'-deoxythymidin-5'-yl phosphate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1: 93 percent / imidazole; pyridine / 4 h
2: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
3: 79 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4: 65 percent / 3 Angstroem molecular sieves; 1H-tetrazole; NH(iPr)2 / acetonitrile / 2 h / 20 °C
5: 3 Angstroem molecular sieves; 1H-tetrazole / acetonitrile / 1 h
6: tBuOOH / toluene; acetonitrile / 1 h
7: 40 percent / HCl / dioxane; diethyl ether / 20 °C
View Scheme
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

O-[N-(acetyl-Boc)-L-tyrosinyl-N,N-di-Boc-amide]-O-(3'-azido-3'-deoxythymidin-5'-yl) phosphate

O-[N-(acetyl-Boc)-L-tyrosinyl-N,N-di-Boc-amide]-O-(3'-azido-3'-deoxythymidin-5'-yl) phosphate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 93 percent / imidazole; pyridine / 4 h
2.1: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
3.1: 79 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4.1: pyridine / acetonitrile / 0.5 h
4.2: I2; water / acetonitrile / 0.25 h
View Scheme
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

C43H62N7O15PS

C43H62N7O15PS

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 93 percent / imidazole; pyridine / 4 h
2: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
3: 79 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4: 65 percent / 3 Angstroem molecular sieves; 1H-tetrazole; NH(iPr)2 / acetonitrile / 2 h / 20 °C
5: 3 Angstroem molecular sieves; 1H-tetrazole / acetonitrile / 1 h
View Scheme
N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

O-[N-(acetyl-Boc)-L-tyrosinyl-N,N-di-Boc-amide]-O-(S-pivaloyl-2-thioethyl)-3'-azido-3'-deoxythymidin-5'-yl phosphate
503157-88-8

O-[N-(acetyl-Boc)-L-tyrosinyl-N,N-di-Boc-amide]-O-(S-pivaloyl-2-thioethyl)-3'-azido-3'-deoxythymidin-5'-yl phosphate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 93 percent / imidazole; pyridine / 4 h
2: 52 percent / (iPr)2NEt; DMAP / CH2Cl2 / 20 °C
3: 79 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C
4: 65 percent / 3 Angstroem molecular sieves; 1H-tetrazole; NH(iPr)2 / acetonitrile / 2 h / 20 °C
5: 3 Angstroem molecular sieves; 1H-tetrazole / acetonitrile / 1 h
6: tBuOOH / toluene; acetonitrile / 1 h
View Scheme
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-acetyl-L-tryrosinamide
1948-71-6

N-acetyl-L-tryrosinamide

C16H22N2O5

C16H22N2O5

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 0 - 20℃;

1948-71-6Relevant articles and documents

Photoinduced electron transfer-promoted debenzylation of phenylalanine and tyrosine derivatives using dicyanoarene

Yamawaki, Mugen,Okita, Yoshiki,Yamamoto, Takashi,Morita, Toshio,Yoshimi, Yasuharu

, p. 7239 - 7244 (2017/11/20)

Photoinduced debenzylations of phenylalanine and tyrosine derivatives with dicyanoarenes afford glycine derivatives by the generation of radical cations. Despite the limited substrate scope, the radical cation of phenylalanine and tyrosine derivatives bearing both a carbamate (without an aromatic group) at the N-terminal and an amide at the C-terminal could promote the breaking C–C bond at the benzylic position by a photoinduced electron transfer. It is important to understand the chemical behavior of the radical cations of phenylalanine and tyrosine in enzymes involving electron transfer.

The effect of methanol on the hydrolysis of acetyl-L-tyrosinamide by

KAUFMAN,NEURATH

, p. 181 - 187 (2007/11/03)

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