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Cas Database

Name	Methoxycarbonyl-L-tert-leucine	EINECS	1308068-626-2
CAS No.	162537-11-3	Density	1.126 g/cm³
PSA	75.63000	LogP	1.23260
Solubility	26.4g/L at 20℃	Melting Point	109 °C
Formula	C₈H₁₅NO₄	Boiling Point	320.9 °C at 760 mmHg
Molecular Weight	189.211	Flash Point	147.9 °C
Transport Information	N/A	Appearance	white solid
Safety		Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	N-(Methoxycarbonyl)-L-tert-leucine;(S)-N-(methoxycarbonyl)-tert-leucine;	Article Data	25

Methoxycarbonyl-L-tert-leucine Synthetic route

: 20859-02-3
L-tert-Leucine

: 79-22-1
methyl chloroformate

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 60℃; for 18h; pH=8 - 9;	100%
With sodium hydroxide In 1,4-dioxane; water at 25 - 60℃; for 22h;	98%
Stage #1: L-tert-Leucine; methyl chloroformate With sodium hydroxide In 1,4-dioxane; water at 25 - 60℃; for 22h; Stage #2: With hydrogenchloride In water	98%

: 62965-35-9
N-tert-butyloxycarbonyl-L-tert-leucine

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / toluene; water / 3 h / 60 °C 2: sodium hydroxide / water / 2 h / 25 °C / pH 10 - 13 View Scheme

: 870-46-2
t-butoxycarbonylhydrazine

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 198904-77-7
(S)-N'-(2-methoxycarbonylamino-3,3-dimethyl-butyryl)-hydrazinecarboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate; N,N-dimethyl-formamide at 20℃; for 18.75h;	100%
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 20℃; for 0.166667h; Inert atmosphere; Stage #2: With 4-methyl-morpholine; benzotriazol-1-ol for 0.5h; Inert atmosphere; Stage #3: t-butoxycarbonylhydrazine at 20℃; for 20h; Inert atmosphere;	94%
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) at 25℃; for 0.25h; Stage #2: t-butoxycarbonylhydrazine With 4-methyl-morpholine In DMF (N,N-dimethyl-formamide) at 25℃; for 16h;	90%

: 630424-01-0
4-(5-bromo-pyridin-3-yloxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 630424-03-2
4-(5-bromo-pyridin-3-yloxymethyl)-1-(2-methoxycarbonylamino-3,3-dimethyl-butyryl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions

Conditions	Yield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃;	100%

: 1335054-61-9
methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 1335054-35-7
dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-3-hydroxy-6-benzyl-1-(4-(quinolin-3-yl)phenyl)hexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

Conditions

Conditions	Yield
Stage #1: methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate With hydrogenchloride In 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere; Stage #2: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one at 20℃; for 16h; Inert atmosphere;	100%

Yield

Stage #1: methyl [(S)-1-{[(2S,3S,5S)-5-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-6-phenyl-1-[4-(quinolin-3-yl)phenyl]hexan-2-yl]amino}-3,3-dimethyl-1-oxobutan]-2-ylcarbamate With hydrogenchloride In 1,4-dioxane at 20℃; for 0.5h; Inert atmosphere;
Stage #2: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one at 20℃; for 16h; Inert atmosphere;

100%

: 1311412-52-8
C29H33FN2O4S

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 1311412-53-9
C32H38FN3O5S

Conditions

Conditions	Yield
Stage #1: C29H33FN2O4S With hydrogenchloride In 1,4-dioxane at 20℃; for 1h; Stage #2: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 3h;	96%

: 857900-54-0
{(S)-1-[N'-((2S,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}-carbamic acid methyl ester

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 198904-31-3
atazanavir

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane	95%

: 1-[4-(pyridine-2-yl)-phenyl]-4(S)-hydroxy-(5S)-2,5-diamino-6-phenyl-2-azahexane

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 198904-31-3
atazanavir

Conditions

Conditions	Yield
With pyridine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate at 35℃; for 1.5h; Temperature; Concentration;	91.6%

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 156732-15-9
(2S,3S,5S)-2-(N,N-dibenzylamino)-3-hydroxy-5-amino-1,6-diphenylhexane

: methyl ((S)-1-(((2S,4S,5S)-5-(dibenzylamino)-4-hydroxy-1,6-diphenylhexan-2-yl)amino)-3,3-dimethyl-1-oxobutan-2-yl)carbamate

Conditions

Conditions	Yield
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 0 - 20℃; for 4h;	87%
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.25h; Stage #2: (2S,3S,5S)-2-(N,N-dibenzylamino)-3-hydroxy-5-amino-1,6-diphenylhexane With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; Further stages.;

Yield

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 0 - 20℃; for 4h;

87%

Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.25h;
Stage #2: (2S,3S,5S)-2-(N,N-dibenzylamino)-3-hydroxy-5-amino-1,6-diphenylhexane With N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 24h; Further stages.;

: 257907-05-4
N-[4-(2-pyridyl)phenylmethylidene]hydrazine

: 162537-11-3
(S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid

: 1003888-24-1
(S)-[2,2-dimethyl-1-(4-pyridin-2-yl-benzylidene-hydrazinocarbonyl)-propyl]-carbamic acid methyl ester

Conditions

Conditions	Yield
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at -30 - -25℃; Stage #2: N-[4-(2-pyridyl)phenylmethylidene]hydrazine In dichloromethane at -25 - 20℃; for 2.5h;	85%

Methoxycarbonyl-L-tert-leucine Chemical Properties

Molecular structure of L-Valine,N-(methoxycarbonyl)-3-methyl- (CAS NO.162537-11-3) is:

Product Name: L-Valine,N-(methoxycarbonyl)-3-methyl-
CAS Registry Number: 162537-11-3
Molecular Formula: C₈H₁₅NO₄
Molecular Weight: 189.21
Melting Point: 109 °C
Surface Tension: 38.1 dyne/cm
Density: 1.126 g/cm³
Flash Point: 147.9 °C
Enthalpy of Vaporization: 61.86 kJ/mol
Boiling Point: 320.9 °C at 760 mmHg
Vapour Pressure: 6.39E-05 mmHg at 25°C
Product Categories: Amino Acid Derivatives;Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Chiral Reagents

Methoxycarbonyl-L-tert-leucine Specification

L-Valine,N-(methoxycarbonyl)-3-methyl- , its cas register number is 162537-11-3. It also can be called Methoxycarbonyl-L-tert-leucine ; (S)-2-Methoxycarbonylamino-3,3-dimethylbutyric acid .

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