Methyl D-alaninate hydrochloride supplier

Name
D-Alanine Methyl Ester Hydrochloride
EINECS 238-258-3
CAS No. 14316-06-4
Article Data28
CAS DataBase
Density 1.01 g/cm³
Solubility Soluble in Water 100 mg/ml.
Melting Point 108-110 °C(lit.)
Formula C₄H₉NO₂^.HCl
Boiling Point 101.5 °C at 760 mmHg
Molecular Weight 139.582
Flash Point
Transport Information
Appearance White crystalline powder
Safety 24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Alanine,methyl ester, hydrochloride, D- (8CI);D-Alanine, methyl ester, hydrochloride(9CI);(R)-2-Aminopropionic acid methyl ester hydrochloride;(R)-Alanine methylester hydrochloride;NSC 523192;H-D-Ala-OMe·HCl;
PSA 40.54000
LogP 0.43460

Synthetic route

: 67-56-1
methanol

: 338-69-2
D-Alanine

: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride at 20℃; for 2h;	99%
With thionyl chloride for 8h; Heating;	97%
With thionyl chloride	95%

: 912290-10-9
methyl N-p-dimethylaminobenzylidenealaninate

A: 2491-20-5
L-alanine methyl ester hydrochloride

B: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
With (-)-O,O′-di-pivaloyl-L-tartaric acid; lithium diisopropyl amide Yield given. Yields of byproduct given. Title compound not separated from byproducts;

: 338-69-2
D-Alanine

: 74-88-4
methyl iodide

: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
Stage #1: D-Alanine With thionyl chloride Stage #2: methyl iodide

: 338-69-2
D-Alanine

: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
With thionyl chloride In methanol

: 338-69-2
D-Alanine

: 77-76-9
2,2-dimethoxy-propane

: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride at 20℃;

: C4H9NO2*C40H40O8S2*ClH

: C40H40O8S2

B: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
In dichloromethane at 25℃; Equilibrium constant;

: 13515-97-4
methyl 2-aminopropanoate monohydrochloride

A: 2491-20-5
L-alanine methyl ester hydrochloride

B: 14316-06-4
D-alanine methyl ester hydrochloride

Conditions

Conditions	Yield
With chiral stationary phase including isopropyl-functionalized CF6 In methanol; acetic acid; triethylamine; acetonitrile at 20℃; Purification / work up;

: 14316-06-4
D-alanine methyl ester hydrochloride

: 189060-51-3
(3R,5S)-7-chloro-5-(2,3-dimethoxyphenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepine-3-acetic acid

: 383662-15-5
methyl N-[[(3R,5S)-7-chloro-5-(2,3-dimethoxyphenyl)-1-(3-hydroxy-2,2-dimethylpropyl)-2-oxo-1,2,3,5-tetrahydro-4,1-benzoxazepin-3-yl]acetyl]-D-alaninate

Conditions

Conditions	Yield
With diethylphosphoryl cyanide; triethylamine In N,N-dimethyl-formamide at 20℃; for 0.5h;	100%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 19430-76-3
p-bromophenyl phosphorodichloridate

: p-bromophenyl methoxyalaninyl phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -70 - 20℃;	100%

: 1352083-27-2
3-cyclohexyl-2-(pyridin-2-yl)-2H-indazole-6-carboxylic acid

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1352083-28-3
methyl N-{[3-cyclohexyl-2-(pyridin-2-yl)-2H-indazol-6-yl]carbonyl}-D-alaninate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide for 17h;	100%

: 100-39-0
benzyl bromide

: 14316-06-4
D-alanine methyl ester hydrochloride

: 188798-80-3
methyl (R)-2-(N,N-dibenzylamino)propanoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60℃;	99%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 98-59-9
p-toluenesulfonyl chloride

: 511286-68-3
(R)-methyl-2-(p-tosyl)aminopropionate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 20h; Inert atmosphere;	99%

: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

: 21746-40-7
propylmaleimide

: 14316-06-4
D-alanine methyl ester hydrochloride

: methyl (1R,3S,3aR,6aS)-3-(2-hydroxy-5-methoxyphenyl)-1-methyl-4,6-dioxo-5-propyloctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 125℃; for 0.5h; Microwave irradiation; Green chemistry; diastereoselective reaction;	99%

...Expand

: 128-53-0
N-Ethylmaleimide

: 613-84-3
2-hydroxy-5-methylbenzaldehyde

: 14316-06-4
D-alanine methyl ester hydrochloride

: methyl (1R,3S,3aR,6aS)-5-ethyl-3-(2-hydroxy-5-methylphenyl)-1-methyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 125℃; for 0.5h; Microwave irradiation; Green chemistry; diastereoselective reaction;	99%

...Expand

: 930-88-1
N-methylmaleimide

: 824-42-0
2-methoxy-3-methylbenzaldehyde

: 14316-06-4
D-alanine methyl ester hydrochloride

: methyl (1R,3S,3aR,6aS)-3-(2-hydroxy-3-methylphenyl)-1,5-dimethyl-4,6-dioxooctahydropyrrolo[3,4-c]pyrrole-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 125℃; for 0.5h; Microwave irradiation; Green chemistry; diastereoselective reaction;	99%

...Expand

: (RS,E)-3-hydroxy-7-(tritylthio)hept-4-enoic acid

: 14316-06-4
D-alanine methyl ester hydrochloride

: C30H33NO4S

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 2h;	98%

: (P)-1-carboxyphenyl(2-trifluoromethy)benzimidazole

: 14316-06-4
D-alanine methyl ester hydrochloride

: methyl (2-(2-(trifluoromethyl)-1H-benzo[d]imidazol-1-yl)benzoyl)-D-alaninate

Conditions

Conditions	Yield
Stage #1: (P)-1-carboxyphenyl(2-trifluoromethy)benzimidazole With thionyl chloride In toluene at 110℃; Stage #2: D-alanine methyl ester hydrochloride With triethylamine In chloroform at 5℃; for 1h;	98%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 188975-99-7
2',1':1,2:1",2":3,4-dibenzcyclohepta-1,3-diene-6-tert-butyloxycarbonylamino-6-carboxylic acid

: 750645-26-2
Boc-Bip-(S)-Ala-OMe

Conditions

Conditions	Yield
With TEA; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane at 20℃; for 16h;	97%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 74825-83-5
Boc-(L)(α-Me)Tyr-OH

: 74392-86-2
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanine methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide 10 h. 0 deg C, 10 h. room temp.;	96%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 181058-08-2
1,3,5-tris(bromomethyl)-2,4,6-triethylbenzene

: 1228316-09-3
C27H45N3O6

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃;	96%

: 1448591-69-2
C18H25N3O6

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1448591-65-8
C22H32N4O7

Conditions

Conditions	Yield
With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 15h;	96%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 618-51-9
3-Iodobenzoic acid

: (R)-methyl 2-(3-iodobenzamido)propanoate

Conditions

Conditions	Yield
With triethylamine; HATU In dichloromethane at 20℃;	96%
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃;	96%

: 3978-80-1
Boc-Tyr-OH

: 14316-06-4
D-alanine methyl ester hydrochloride

: 74392-86-2
N-(tert-butyloxycarbonyl)-L-tyrosyl-D-alanine methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide In tetrahydrofuran; chloroform Ambient temperature;	95%
With N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide In dichloromethane	93.7%
With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide 1.) 1 h, 0 deg C, 7 h, 20 deg C;

: 866363-70-4
6-azidohexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1039749-95-5
(R)-methyl 2-(6-azidohexanoylamido)propanoate

Conditions

Conditions	Yield
With TEA In N,N-dimethyl-formamide at 20℃;	95%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 91103-47-8
N-(tert-butoxycarbonyl)-D-alanine methyl ester

: Boc−D-Ala−D-Ala−OMe

Conditions

Conditions	Yield
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃;	95%
With cyano-hydroxyimino-acetic acid 2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester; sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In water at 20℃; Inert atmosphere;

: 1613522-41-0
1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl 4-methylbenzenesulfonate

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1613522-60-3
methyl (1-(benzyloxy)-3-((2,4-difluorobenzyl)carbamoyl)-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl)-D-alaninate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 50℃; for 1h;	95%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 105053-57-4
(2,3-dimethyl)phenyl phosphorodichloridate

: (2,3-dimethyl)phenyl (methoxy-L-alaninyl)phosphorochloridate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78 - 20℃;	94%

: 13798-75-9
Nα-t-butoxycarbonylaspartic acid α-N-hydroxysuccinimide ester β-benzyl ester

: 14316-06-4
D-alanine methyl ester hydrochloride

: 130385-17-0
Boc-L-Asp(OBzl)-D-Ala-O-Me

Conditions

Conditions	Yield
With triethylamine In chloroform 1) ice bath, 1 h, 2) RT, 3 h + overnight;	93.9%

: 1234616-25-1
4-bromo-1-methyl-1H-pyrrolo[2,3-b]pyridine

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1422965-47-6
(R)-methyl 2-((1-methyl-1H-pyrrolo[2,3-b]pyridin-4-yl)amino)propanoate

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 100℃; for 1h; Reagent/catalyst; Time; Schlenk technique; Inert atmosphere;	93%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 501-53-1
benzyl chloroformate

: 28819-05-8, 64562-95-4, 67799-99-9
N-benzyloxycarbonyl-D-alanine methyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 66h;	93%

: 1197031-78-9
C12H24N2O4

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1197031-81-4
C16H31N3O5

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1,2-dichloro-ethane; triethylamine In dichloromethane at 20℃; for 5h;	92%

: 1531629-95-4
N,N'-di-(1-naphthylmethylene)-1,2-cyclohexyldiamino N-phosphonylchloride

: 14316-06-4
D-alanine methyl ester hydrochloride

: 1531629-99-8
C32H36N3O3P

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 90℃; Molecular sieve;	92%

: 6081-61-4
N-(benzyloxycarbonyl)-D-serine

: 14316-06-4
D-alanine methyl ester hydrochloride

: methyl N-[(benzyloxy)carbonyl]-D-seryl-D-alaninate

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Cooling with ice;	92%

: 14316-06-4
D-alanine methyl ester hydrochloride

: (E)-(8S,11R,14S,16aS)-14-Benzyl-8-isopropyl-11-methyl-1,2,3,8,9,11,12,14,15,16a-decahydro-3a,6,9,12,15-pentaaza-cyclopentacyclopentadecene-4,7,10,13,16-pentaone

: (R)-2-((5S,8S,11R,14S,16aS)-14-Benzyl-8-isopropyl-11-methyl-4,7,10,13,16-pentaoxo-hexadecahydro-3a,6,9,12,15-pentaaza-cyclopentacyclopentadecen-5-ylamino)-propionic acid methyl ester

Conditions

Conditions	Yield
at -78 - 20℃; for 12h; Addition;	91%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 136707-27-2
N-tert-butyloxycarbonyl-Cα-methyl-L-allylglycine

: N-tert-butyloxycarbonyl-Cα-methyl-L-allylglycyl-D-alanine methyl ester

Conditions

Conditions	Yield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 72h; Condensation;	91%

: 14316-06-4
D-alanine methyl ester hydrochloride

: 100-52-7
benzaldehyde

: 120571-58-6
N-benzyl D-alanine methyl ester

Conditions

Conditions	Yield
Stage #1: D-alanine methyl ester hydrochloride; benzaldehyde With triethylamine In tetrahydrofuran at 20℃; for 48h; Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 3h;	91%
Stage #1: D-alanine methyl ester hydrochloride With triethylamine In 1,2-dichloro-ethane at 20℃; for 0.166667h; Stage #2: benzaldehyde With sodium diacetoxy(acetyl)boranuide In 1,2-dichloro-ethane at 20℃; for 5h;	90%
Stage #1: D-alanine methyl ester hydrochloride; benzaldehyde In dichloromethane at 22℃; for 19h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 22℃; for 7.25h; Stage #3: With hydrogenchloride; sodium hydroxide; water more than 3 stages;	80%

Methyl D-alaninate hydrochloride Chemical Properties

IUPAC Name:methyl (2R)-2-aminopropanoate hydrochloride
Molecular Formula:C₄H₁₀ClNO₂
Molecular Weight:139.5807 g/mol
Melting Point:108-110 °C(lit.)
alpha:-8°(c=1.6, MeOH)
storage temp.:2-8°C
CAS DataBase Reference:14316-06-4(CAS DataBase Reference)
Synonyms of D-ALANINE METHYL ESTER HCL(14316-06-4):
METHYL D-ALANINATE HYDROCHLORIDE;H-D-ALA-OME HCL;D-2-AMINOPROPIONIC ACID METHYL ESTER HYDROCHLORIDE;D-ALA METHYL ESTER HCL;D-ALANINE METHYL ESTER HCL;D-ALANINE METHYL ESTER HYDROCHLORIDE;D-ALANINE METHYL ESTER HYDROCHLORIDE SALT;D-ALANINE-OME HCL
Categories of D-ALANINE METHYL ESTER HCL(14316-06-4):
Amino Acids Derivatives;Amino Acids;Alanine [Ala, A];Amino Acids and Derivatives;Amino Acid Methyl Esters;Amino Acids (C-Protected);Biochemistry;Amino hydrochloride;Alanine;Amino Acid Derivatives;Peptide Synthesis

Methyl D-alaninate hydrochloride Uses

D-ALANINE METHYL ESTER HCL(14316-06-4) is used as a pharmaceutical intermediate and raw material of fine chemicals.

Methyl D-alaninate hydrochloride Safety Profile

Safety Information of D-ALANINE METHYL ESTER HCL(14316-06-4):
Hazard Codes:Xi

WGK Germany:3

Product Name

D-Alanine Methyl Ester Hydrochloride

Synthetic route

Methyl D-alaninate hydrochloride Chemical Properties

Methyl D-alaninate hydrochloride Uses

Methyl D-alaninate hydrochloride Safety Profile

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