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616-34-2 Usage

Definition

ChEBI: A glycinyl ester obtained by the formal condensation of the carboxy group of glycine with methanol.

Check Digit Verification of cas no

The CAS Registry Mumber 616-34-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 6 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 616-34:
(5*6)+(4*1)+(3*6)+(2*3)+(1*4)=62
62 % 10 = 2
So 616-34-2 is a valid CAS Registry Number.
InChI:InChI=1S/C3H7NO2/c1-6-3(5)2-4/h2,4H2,1H3

616-34-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl glycinate

1.2 Other means of identification

Product number -
Other names methylglycinat

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:616-34-2 SDS

616-34-2Synthetic route

methanol
67-56-1

methanol

glycine
56-40-6

glycine

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With chloro-trimethyl-silane at 0 - 4℃; for 24h; Inert atmosphere;100%
With thionyl chloride at 0 - 65℃; for 4.25h;100%
With thionyl chloride at 0 - 65℃; for 4.25h;100%
N-(tert-butoxycarbonyl)glycine methyl ester
31954-27-5

N-(tert-butoxycarbonyl)glycine methyl ester

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 20℃; for 0.5h; Inert atmosphere;100%
With methanol; tetradecanoyl chloride; sodium iodide In acetonitrile at 25℃; for 0.333333h;
Methyl azidoacetate
1816-92-8

Methyl azidoacetate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With hydrogen for 0.583333h;98%
With samarium; cobalt(II) chloride In tetrahydrofuran at 40℃; for 1h; Reduction;79%
With samarium; nickel dichloride In tetrahydrofuran at 40℃; for 3h;76%
glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With ammonia In diethyl ether for 2h;90%
With ammonia85%
With anion exchange resin In dichloromethane for 0.0833333h;83%
methanol
67-56-1

methanol

BOC-glycine
4530-20-5

BOC-glycine

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate Heating;80%
methanol
67-56-1

methanol

ethyl-2-azidoacetate
637-81-0

ethyl-2-azidoacetate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With samarium; iodine for 6h; Ambient temperature;74%
L-tryptophan methyl ester
4299-70-1

L-tryptophan methyl ester

A

Indole-3-carboxaldehyde
487-89-8

Indole-3-carboxaldehyde

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With hydrogenchloride; pyrimido<5,4-g>pteridine N-oxide derivative In acetonitrile for 6h; Mechanism; Ambient temperature; Irradiation; analogeous reaction of 5 other tryptophan derivatives;A 72%
B n/a
chloroacetic acid
79-11-8

chloroacetic acid

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With ammonia; water Erwaermen des Reaktionsprodukts mit methanol.HCl; das Hydrochlorid entsteht;
With ammonia; water Erwaermen des Reaktionsprodukts mit methanol.HCl; Gewinnung aus dem entstehenden Hydrochlorid mit Hilfe von Ag2O in wenig H2O enthaltendem Aether;
methyl 2-iodoacetate
5199-50-8

methyl 2-iodoacetate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With trans- 2.) CH2Cl2, 0.2 M NBu4*BF4, electrolysis; Yield given. Multistep reaction;
N-(2-methyl-3-oxoprop-1-enyl)glycine methyl ester
77714-25-1

N-(2-methyl-3-oxoprop-1-enyl)glycine methyl ester

A

methylmalonaldehyde enol tautomer
57325-58-3

methylmalonaldehyde enol tautomer

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With water Rate constant; Equilibrium constant; Ambient temperature; acetate buffer (pH 4.2); enaminal hydrolysis; stereochemistry and kinetics of formation of enaminals from reactions of malondialdehydes with various amino acids;
((E)-3-Oxo-propenylamino)-acetic acid methyl ester
77714-24-0

((E)-3-Oxo-propenylamino)-acetic acid methyl ester

A

Malondialdehyde
542-78-9

Malondialdehyde

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With water Rate constant; Equilibrium constant; Ambient temperature; acetate buffer (pH 4.2); enaminal hydrolysis; stereochemistry and kinetics of formation of enaminals from reactions of malondiladehydes with various amino acids;
methyl chloroacetate
96-34-4

methyl chloroacetate

addition product of hexamethylenetetramine

addition product of hexamethylenetetramine

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With ethanol das Hydrochlorid entsteht;
hydrochloride of aminoacetic acid methyl ester

hydrochloride of aminoacetic acid methyl ester

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With diethyl ether; ammonia at 0℃; Isolierung;
With sodium hydroxide; potassium carbonate at 0℃; Isolierung;
hydrogenchloride
7647-01-0

hydrogenchloride

N-2-(2-hydroxyethylamino)-2-oxoethylbenzamide
72085-01-9

N-2-(2-hydroxyethylamino)-2-oxoethylbenzamide

A

Hippsaeure-(2-amino-ethyl)-ester
93436-27-2

Hippsaeure-(2-amino-ethyl)-ester

B

ethanolamine
141-43-5

ethanolamine

C

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

K2CO3

K2CO3

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
at 0℃;
diethyl ether
60-29-7

diethyl ether

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

NH3

NH3

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
at 0℃;
methanol
67-56-1

methanol

1,3-oxazolidine-2,5-dione
2185-00-4

1,3-oxazolidine-2,5-dione

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
In tetrahydrofuran for 0.5h;
acetyl chloride
75-36-5

acetyl chloride

glycine
56-40-6

glycine

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
In methanol for 2h; Heating;
N-glutarylglycine methyl ester

N-glutarylglycine methyl ester

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With sodium hydroxide; glutaryl-7-aminocephalosporanic acid acylase In water at 25℃; pH=8.0; Enzyme kinetics; Enzymatic reaction;
(dibenzylamino)acetic acid methyl ester
94226-55-8

(dibenzylamino)acetic acid methyl ester

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen; 1-butyl-3-methylimidazolium Tetrafluoroborate In methanol at 20℃; under 760.051 Torr; for 12h;
isocyanoacetic acid methyl ester
39687-95-1

isocyanoacetic acid methyl ester

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
Stage #1: isocyanoacetic acid methyl ester In methanol; dichloromethane at 20℃;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h;
methyl (benzothiazole-2-sulfonyl)glycinate
1420372-88-8

methyl (benzothiazole-2-sulfonyl)glycinate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With hydroxylamine; sodium hydroxide In water at 20℃; for 6h; pH=9 - 10;
C19H27N3O6

C19H27N3O6

A

C16H22N2O5

C16H22N2O5

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane
C19H27N3O6

C19H27N3O6

A

C11H14N2O3

C11H14N2O3

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane
d(4)-methanol
811-98-3

d(4)-methanol

C19H27N3O6

C19H27N3O6

A

C17H21(2)H3N2O5

C17H21(2)H3N2O5

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With trifluoroacetic acid at 25℃; for 1h;
methanol
67-56-1

methanol

C19H27N3O6

C19H27N3O6

A

C17H24N2O5

C17H24N2O5

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With trifluoroacetic acid
methanol
67-56-1

methanol

2-aminoethanoic acid hydrochloride
6000-43-7

2-aminoethanoic acid hydrochloride

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
With triethylamine at 20℃; for 0.166667h;
dimethyl (1,1-dimethyl-3-oxobutyl)phosphonate
14394-26-4

dimethyl (1,1-dimethyl-3-oxobutyl)phosphonate

potassium glycinate
15743-44-9

potassium glycinate

A

C7H14O4P(1-)*K(1+)

C7H14O4P(1-)*K(1+)

B

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Conditions
ConditionsYield
In methanol Reflux;
N-methylmaleimide
930-88-1

N-methylmaleimide

benzaldehyde
100-52-7

benzaldehyde

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(1RS,3SR,3aRS,6aSR)-methyl 5-methyl-4,6-dioxo-3-phenyloctahydropyrrolo[3,4-c]pyrrole-1-carboxylate
111098-98-7, 111187-10-1, 113349-48-7

(1RS,3SR,3aRS,6aSR)-methyl 5-methyl-4,6-dioxo-3-phenyloctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Conditions
ConditionsYield
In toluene for 24h; Heating;100%
N-methylmaleimide
930-88-1

N-methylmaleimide

phenylglyoxal hydrate
1074-12-0

phenylglyoxal hydrate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl (1S*,3R*,3aS*,6aR*)-3-benzoyl-5-methyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate
111120-70-8

methyl (1S*,3R*,3aS*,6aR*)-3-benzoyl-5-methyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Conditions
ConditionsYield
In chloroform for 16h; Heating;100%
In chloroform for 16h; Heating; Yield given;
2-allyl-2-hydroxycyclohexanone
60277-96-5

2-allyl-2-hydroxycyclohexanone

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

[2-Allyl-2-hydroxy-cyclohex-(E)-ylideneamino]-acetic acid methyl ester
128939-14-0

[2-Allyl-2-hydroxy-cyclohex-(E)-ylideneamino]-acetic acid methyl ester

Conditions
ConditionsYield
In toluene Heating;100%
4-formyl-1-(4-methoxyphenyl)-3-vinylazetidine-2-one

4-formyl-1-(4-methoxyphenyl)-3-vinylazetidine-2-one

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

{[1-[(2S,3S)-1-(4-Methoxy-phenyl)-4-oxo-3-vinyl-azetidin-2-yl]-meth-(E)-ylidene]-amino}-acetic acid methyl ester

{[1-[(2S,3S)-1-(4-Methoxy-phenyl)-4-oxo-3-vinyl-azetidin-2-yl]-meth-(E)-ylidene]-amino}-acetic acid methyl ester

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 2h;100%
With molecular sieve Condensation;
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde
180062-99-1

3-methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carbaldehyde

{[1-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-acetic acid methyl ester

{[1-[(2S,3R)-3-Methoxy-1-(4-methoxy-phenyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-acetic acid methyl ester

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 20℃; for 2h;100%
With molecular sieve Condensation;
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(2R,3R)-1-But-3-enyl-3-methoxy-4-oxo-azetidine-2-carbaldehyde

(2R,3R)-1-But-3-enyl-3-methoxy-4-oxo-azetidine-2-carbaldehyde

{[1-((2S,3R)-1-But-3-enyl-3-methoxy-4-oxo-azetidin-2-yl)-meth-(E)-ylidene]-amino}-acetic acid methyl ester

{[1-((2S,3R)-1-But-3-enyl-3-methoxy-4-oxo-azetidin-2-yl)-meth-(E)-ylidene]-amino}-acetic acid methyl ester

Conditions
ConditionsYield
With 4 A molecular sieve100%
With 4 A molecular sieve In dichloromethane at 20℃; for 2h;
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

[pyrazol-1-yl-(toluene-4-sulfonylimino)-methyl]-carbamic acid tert-butyl ester
357958-77-1

[pyrazol-1-yl-(toluene-4-sulfonylimino)-methyl]-carbamic acid tert-butyl ester

{[tert-butoxycarbonylamino-(toluene-4-sulfonylimino)-methyl]-amino}-acetic acid methyl ester

{[tert-butoxycarbonylamino-(toluene-4-sulfonylimino)-methyl]-amino}-acetic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.0833333h;100%
2,4-Dimethoxybenzaldehyde
613-45-6

2,4-Dimethoxybenzaldehyde

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(2,4-dimethoxybenzylamino)acetic acid methyl ester
20839-81-0

(2,4-dimethoxybenzylamino)acetic acid methyl ester

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; triethylamine In 1,2-dichloro-ethane at 20℃; for 24h;100%
Boc-Tyr(t-Bu)-OH
47375-34-8

Boc-Tyr(t-Bu)-OH

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

N-t-butoxycarbonyl-O-t-butyl-L-tyrosylglycine methyl ester
85541-33-9

N-t-butoxycarbonyl-O-t-butyl-L-tyrosylglycine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane at 20℃; for 16h;100%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane95%
adamantane-1,3-dicarboxylic acid
39269-10-8

adamantane-1,3-dicarboxylic acid

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

N',N'-bis(2-oxo-2-methoxyethyl)tricyclo[3.3.1.1(3,7)]decane-1,3-dicarboxamide

N',N'-bis(2-oxo-2-methoxyethyl)tricyclo[3.3.1.1(3,7)]decane-1,3-dicarboxamide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 24h;100%
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(3-carboxymethyl-adamantan-1-yl)-acetic acid

(3-carboxymethyl-adamantan-1-yl)-acetic acid

N',N'-bis(2-oxo-2-methoxyethyl)tricyclo[3.3.1.1(3,7)]decane-1,3-diacetylcarbox-amide

N',N'-bis(2-oxo-2-methoxyethyl)tricyclo[3.3.1.1(3,7)]decane-1,3-diacetylcarbox-amide

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 24h;100%
Boc-Daa(m)
1443526-39-3

Boc-Daa(m)

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Boc-Daa-Gly-OMe
1443526-30-4

Boc-Daa-Gly-OMe

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 8h; Inert atmosphere;100%
rac-N-((3S,3aS)-8-chloro-3-methyl-2-oxo-3,3a-dihydro-2H-cyclohepta[b]furan-3-yl)benzamide

rac-N-((3S,3aS)-8-chloro-3-methyl-2-oxo-3,3a-dihydro-2H-cyclohepta[b]furan-3-yl)benzamide

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl 2-(2-benzamido-2-(7-oxocyclohepta-1,3,5-trien-1-yl)propanamido)acetate
1583264-44-1

methyl 2-(2-benzamido-2-(7-oxocyclohepta-1,3,5-trien-1-yl)propanamido)acetate

Conditions
ConditionsYield
In tetrahydrofuran at -20℃;100%
With potassium carbonate In tetrahydrofuran at -20℃;100%
Boc-D-Val-OH
22838-58-0

Boc-D-Val-OH

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

((R)-2-tert-butoxycarbonylamino-3-methylbutyrylamino)-acetic acid methyl ester
850312-86-6

((R)-2-tert-butoxycarbonylamino-3-methylbutyrylamino)-acetic acid methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In dichloromethane at 5 - 20℃;100%
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl N-formylglycinate
3154-54-9

methyl N-formylglycinate

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate In toluene for 24h; Reflux;100%
Stage #1: formamide With bis(2-chlorophenyl)borinic acid; acetic acid at 45℃; for 0.25h; Sealed tube;
Stage #2: methoxycarbonylmethylamine at 45℃; for 24h; Temperature; Sealed tube;
99%
methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(S)-PheGly
721-90-4

(S)-PheGly

Conditions
ConditionsYield
Stage #1: methyl (2S)-2-amino-3-phenylpropanoate at 50℃; Ionic liquid; Inert atmosphere;
Stage #2: With trifluoroacetic acid
Stage #3: methoxycarbonylmethylamine Temperature; Further stages;
99.9%
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

glycine ethyl ester hydrochloride
5680-79-5

glycine ethyl ester hydrochloride

Conditions
ConditionsYield
With thionyl chloride In methanol at -10℃; for 0.166667h;99.5%
L-N-Boc-Ala
15761-38-3

L-N-Boc-Ala

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)propanamido)acetate
26061-06-3, 67706-13-2, 28369-58-6

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)propanamido)acetate

Conditions
ConditionsYield
Stage #1: L-N-Boc-Ala With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: methoxycarbonylmethylamine With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 9h; Inert atmosphere;
99%
With 4-methyl-morpholine; isobutyl chloroformate In tetrahydrofuran at -20 - 20℃;83%
Stage #1: L-N-Boc-Ala With 4-methyl-morpholine In tetrahydrofuran; N,N-dimethyl-formamide at -15℃; Cooling with ethanol-dry ice;
Stage #2: methoxycarbonylmethylamine With triethylamine; isobutyl chloroformate In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;
80%
phosgene
75-44-5

phosgene

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl 2-isocyanatoacetate
30988-17-1

methyl 2-isocyanatoacetate

Conditions
ConditionsYield
In toluene Heating;99%
With pyridine In dichloromethane; toluene at 0℃; for 2h;
With triethylamine In toluene
m-methyl red
20691-84-3

m-methyl red

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

N-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}glycine methyl ester
395647-10-6

N-{3-[(N,N-dimethylaminophenyl)-4'-diazenyl]benzoyl}glycine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide99%
C26H22BF2N3O4

C26H22BF2N3O4

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

C25H24BF2N3O3

C25H24BF2N3O3

Conditions
ConditionsYield
With triethylamine In ethyl acetate at 21℃; for 1h; Inert atmosphere;99%
4-(2-methylquinolin-4-ylmethoxy)benzenesulfonyl chloride hydrochloride salt
477585-31-2

4-(2-methylquinolin-4-ylmethoxy)benzenesulfonyl chloride hydrochloride salt

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl 2-[[4-[(2-methyl-4-quinolyl)methoxy]phenyl]sulfonylamino]acetate

methyl 2-[[4-[(2-methyl-4-quinolyl)methoxy]phenyl]sulfonylamino]acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere;99%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Diethyl maleate
141-05-9

Diethyl maleate

(2S,3R,4S,5R)-3,4-diethyl 2-methyl 5-(4-chlorophenyl)pyrrolidine-2,3,4-tricarboxylate

(2S,3R,4S,5R)-3,4-diethyl 2-methyl 5-(4-chlorophenyl)pyrrolidine-2,3,4-tricarboxylate

Conditions
ConditionsYield
Stage #1: 4-chlorobenzaldehyde; methoxycarbonylmethylamine With diisopropyl-carbodiimide In toluene for 3h; Inert atmosphere;
Stage #2: Diethyl maleate With 2-(diphenylphosphino)-N-((S)-2-(((1S,2S)-2-(isobutylamino)-1,2-diphenylethyl)amino)-2-oxo-1-phenylethyl)benzamide; silver carbonate In toluene at 20℃; for 3h; Inert atmosphere;
99%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(4-fluorobenzylideneamino)acetic acid methyl ester
479499-37-1

(4-fluorobenzylideneamino)acetic acid methyl ester

Conditions
ConditionsYield
In methanol at 60℃; for 0.5h; Microwave irradiation;99%
Z-Leu-OH
2018-66-8

Z-Leu-OH

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

methyl N-benzyloxycarbonyl-L-leucylglicynate
5084-98-0, 62188-57-2, 109453-36-3

methyl N-benzyloxycarbonyl-L-leucylglicynate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;98%
Boc-Lys(Z)-OH
2389-45-9

Boc-Lys(Z)-OH

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

Nα tert-Butyloxycarbonyl-Nε-carbobenzyloxy-L-lysyl-glycine methyl ester
23234-35-7

Nα tert-Butyloxycarbonyl-Nε-carbobenzyloxy-L-lysyl-glycine methyl ester

Conditions
ConditionsYield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide98%
(E)-2-Phenyl-3-pyrrolidin-1-yl-N-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-thioacrylamide
89984-39-4

(E)-2-Phenyl-3-pyrrolidin-1-yl-N-[1-pyrrolidin-1-yl-meth-(E)-ylidene]-thioacrylamide

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

(1,4-dihydro-5-phenyl-4-thioxopyrimidin-1-yl)essigsaeure-methylester
98381-61-4

(1,4-dihydro-5-phenyl-4-thioxopyrimidin-1-yl)essigsaeure-methylester

Conditions
ConditionsYield
In acetic acid for 0.0833333h; Heating;98%
methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine
222725-35-1

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-2-propen-1-yl-glycine

{2-[allyl-(9H-fluoren-9-ylmethoxycarbonyl)-amino]-acetylamino}-acetic acid methyl ester

{2-[allyl-(9H-fluoren-9-ylmethoxycarbonyl)-amino]-acetylamino}-acetic acid methyl ester

Conditions
ConditionsYield
With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide for 4h; Ambient temperature;98%

616-34-2Relevant articles and documents

Sequential photo-addition of glycine methyl-ester to [60]fullerene

Skanji, Rym,Ben Messaouda, Mhamed,Zhang, Yongmin,Abderrabba, Manef,Szwarc, Henri,Moussa, Fathi

, p. 2713 - 2718 (2012)

While direct photo-addition of glycine-methyl-esters (GME) to [60]fullerene (C60) can yield a complex product mixture, only a fulleropyrrolidine (FP) mono-adduct has been characterized and the mechanism remains to be ascertained. We show here that visible light irradiation of a mixture of C 60 and GME in the presence of oxygen is a direct route to synthesize sequentially higher FP poly-adducts through an unprecedented cyclization-deamination mechanism. Each step of this mechanism leads to a FP adduct involving the correlated addition of two GME radicals and the departure of an ammonia molecule.

Participation of C-H Protons in the Dissociation of a Proton Deficient Dipeptide

Koirala, Damodar,Mistry, Sabyasachy,Wenthold, Paul G.

, p. 1313 - 1323 (2017)

The dissociation of anionic dipeptides Phe*Gly and GlyPhe*, where Phe* refers to sulfonated phenyl alanine, has been investigated by using ion trap mass spectrometry. The dipeptides undergo collision-induced dissociation (CID) to give the same products, indicating that they rearrange to a common structure before dissociation. The rearrangement does not occur with the dipeptide methyl esters. The structures of the b2 ions were investigated to determine the effect that having a remote, anionic site has on product formation. Comparison with the CID spectra for authentic structures shows that the b2 ion obtained from GlyPhe* has predominantly a diketopiperazine structure. The CID spectra for the Phe*Gly b2 ion and the authentic oxazolone are similar, but differences in intensity suggest a two-component mixture. Isotopic labeling studies are consistent with the formation of two products, with one resulting from loss of a non-mobile proton on the Gly α-carbon. The results are attributed to the formation of an oxazole and oxazolone enol product. Electronic structure calculations predict that the enol structure of the Phe*Gly b2 ion is lower in energy than the keto version due to intramolecular hydrogen bonding with the sulfonate group. [Figure not available: see fulltext.].

Studying Histone Deacetylase Inhibition and Apoptosis Induction of Psammaplin A Monomers with Modified Thiol Group

Bao, Yu,Xu, Qihao,Wang, Lin,Wei, Yunfei,Hu, Baichun,Wang, Jian,Liu, Dan,Zhao, Linxiang,Jing, Yongkui

, p. 39 - 47 (2021/01/26)

Psammaplin A (PsA) is a bromotyrosine disulfide dimer with histone deacetylase (HDAC) inhibition and acts through reduced monomer PsA-SH. We studied the connection of HDAC inhibition, cell growth inhibition, and apoptosis induction of PsA-SH by modifying the -SH group with deletion (6a) or replacement with hydroxamic acid (10b) or benzamide (12g). PsA-SH inhibits HDAC1/2/3 and 6a loses the HDAC inhibition ability. 10b inhibits HDAC1/2/3/6 while 12g shows selective inhibition of HDAC3. PsA-SH and 10b, but neither 6a nor 12g, induce apoptosis in human leukemia HL-60 cells associated with increased acetylation of Histone H3. PsA-SH and 10b inhibit growth of several solid tumor cell lines in vitro and Lewis lung cancer cell growth in vivo. PsA-SH is a simple scaffold for developing selective HDAC inhibitors and induces apoptosis through inhibiting HDAC1/2.

PSA derivatives with HDAC3 inhibitory activity and application thereof

-

Paragraph 0079; 0082-0084, (2020/08/27)

The invention belongs to the technical field of medicines. The invention relates to a series of PSA derivatives with antitumor activity. The invention specifically relates to compounds containing (E)-3-bromo-4-hydroxyphenyl-2-oximido fragments and pharmaceutically acceptable salts and hydrates of the compounds, and pharmaceutical compositions containing the compounds and the pharmaceutically acceptable salts and hydrates thereof as active ingredients, and uses of the compounds and the pharmaceutically acceptable salts and hydrates thereof and the pharmaceutical compositions in preparation of histone deacetylase inhibitors and drugs for treatment and/or prevention of cancers. The compounds, and the pharmaceutically acceptable salts and hydrates thereof are represented by a formula I. In theformula I, R and n are described in the claims and the specification.

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