Methoxycarbonyl-L-tert-leucine supplier

Name
Methoxycarbonyl-L-tert-leucine
EINECS 1308068-626-2
CAS No. 162537-11-3
Article Data25
CAS DataBase
Density 1.126 g/cm³
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
Appearance white solid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms N-(Methoxycarbonyl)-L-tert-leucine;(S)-N-(methoxycarbonyl)-tert-leucine;
PSA 75.63000
LogP 1.23260

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%

: 1239649-51-4
bis(1,1-dimethylethyl) (2S,2'S)-2,2'-[benzene-1,4-diylbis(1H-benzimidazole-5,2-diyl)]di(1-pyrrolidinecarboxylate)

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

: 1239653-22-5
dimethyl (benzene-1,4-diylbis{1H-benzimidazole-5,2-diyl(2S)-2,1-pyrrolidinediyl[(2S)-3,3-dimethyl-1-oxo-1,2-butanediyl]})biscarbamate

Conditions

Conditions	Yield
Stage #1: bis(1,1-dimethylethyl) (2S,2'S)-2,2'-[benzene-1,4-diylbis(1H-benzimidazole-5,2-diyl)]di(1-pyrrolidinecarboxylate) With hydrogenchloride In 1,4-dioxane at 20℃; for 0.5h; Stage #2: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h;	85%

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

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

: 198904-31-3
atazanavir

Conditions

Conditions	Yield
With 4-methyl-morpholine; diisopropyl-carbodiimide In dichloromethane; isopropyl alcohol at -10 - 20℃; Product distribution / selectivity; Inert atmosphere;	84%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 22 - 25℃; Reagent/catalyst; Large scale;	82.1%
With O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine 1.) CH2Cl2, 0 deg C, 20 min, 2.) CH2Cl2, overnight; Yield given. Multistep reaction;

: 919094-63-6
[5-(1-cyclopropanesulfonylaminocarbonyl-2-vinyl-cyclopropylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid 9H-fluoren-9-ylmethyl ester hydrochloride

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

: 919094-46-5
C37H45N5O9S

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; ((3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)oxy)tri(pyrrolidin-1-yl)phosphonium hexafluorophosphate(V) In acetonitrile at 20℃;	82%

: 854754-00-0
methyl (S)-1-((2R,4S,5S)-5-amino-4-hydroxy-6-phenyl-1-(4-(pyridin-2-yl)phenyl)hexan-2-ylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamate

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

: methyl (1S,4R,6S,7S,10S)-7-benzyl-1,10-ditert-butyl-6-hydroxy-2,9,12-trioxo-4-[4-(2-pyridinyl)benzyl]-13-oxa-3,8,11-triazatetradec-1-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	81%

: 854754-00-0
methyl (S)-1-((2R,4S,5S)-5-amino-4-hydroxy-6-phenyl-1-(4-(pyridin-2-yl)phenyl)hexan-2-ylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamate

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

: methyl (1S,4R,6S,7S,10S)-7-benzyl-1,10-ditert-butyl-6-hydroxy-2,9,12-trioxo-4-[4-(2-pyridinyl)benzyl]-13-oxa-3,8,11-triazatetradec-1-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	81%

: (S)-2-amino-1-phenyl-but-3-ene hydrochloride

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

: 1192510-21-6
(3S)-3-{[N-(methoxycarbonyl)-L-tert-leucinyl]amino}-4-phenyl-1-butene

Conditions

Conditions	Yield
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at -25 - -22℃; Stage #2: (S)-2-amino-1-phenyl-but-3-ene hydrochloride In dichloromethane at 20℃; for 2h;	81%

: C33H45N5O4S

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

: methyl (1S)-1-{[((1S,3S,4S)-1-benzyl-3-hydroxy-4-{[(2S)-2-(3-{[2-(methoxymethyl)-1,3-thiazol-4-yl]methyl}-2-oxo-1-imidazolidinyl)-3,3-dimethylbutanoyl]amino}-5-phenylpentyl)amino]carbonyl}-2,2-dimethylpropylcarbamate

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) at 0 - 25℃; for 16h;	79%
Stage #1: C33H45N5O4S; (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) at 0 - 25℃; for 16h; Stage #2: With citric acid In water; ethyl acetate	79%

: 1311412-03-9
C33H36FN3O4S

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

: 1311410-69-1
C41H49FN4O7S

Conditions

Conditions	Yield
With triethylamine; HATU In N,N-dimethyl-formamide at 20℃; for 1h;	79%
With triethylamine; HATU In N,N-dimethyl-formamide at 20℃;
With triethylamine; HATU In N,N-dimethyl-formamide at 25 - 30℃; for 0.5h;	26.97 g

: (2S)-N-{(1S,3S,4S)-4-amino-1-benzyl-3-hydroxy-5-[4-(6-methyl-3-pyridinyl)phenyl]pentyl}-3,3-dimethyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}butanamide hydrochloride

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

: methyl (1S)-1-[({(1S,2S,4S)-4-[((2S)-3,3-dimethyl-2-{3-[(6-methyl-2-pyridinyl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-2-hydroxy-1-[4-(6-methyl-3-pyridinyl)benzyl]-5-phenylpentyl}amino)carbonyl]-2,2-dimethylpropylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	77%
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	77%

: 144163-85-9
(2S,3S,5S)-2-amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexane

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

: 854754-32-8
methyl (1S)-1-[({(1S,2S,4S)-1-benzyl-4-[(tert-butoxycarbonyl)amino]-2-hydroxy-5-phenylpentyl}amino)carbonyl]-2,2-dimethylpropylcarbamate

Conditions

Conditions	Yield
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In DMF (N,N-dimethyl-formamide) at 25℃; for 1h; Stage #2: (2S,3S,5S)-2-amino-3-hydroxy-5-(t-butyloxycarbonylamino)-1,6-diphenylhexane In DMF (N,N-dimethyl-formamide) at 25℃; for 16h;	77%

: (4-bromobenzyl)hydrazine dihydrochloride

: 25952-53-8
1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride

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

: 872703-59-8
{(1S)-1-[N'-(4-bromobenzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}carbamic acid methyl ester

Conditions

Conditions	Yield
Stage #1: (4-bromobenzyl)hydrazine dihydrochloride; (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With 4-methyl-morpholine; benzotriazol-1-ol In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 25℃; for 15h; Inert atmosphere;	77%

...Expand

: 3-bromobenzylhydrazine

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

: 882435-39-4
{(1S)-1-[N'-(3-bromo-benzyl)hydrazinocarbonyl]-2,2-dimethyl-propyl}carbamic acid methyl ester

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate at 20℃;	76%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In ethyl acetate at 20℃;	76%

: tert-butyl (1S,2S,4S)-4-amino-1-benzyl-2-hydroxy-5-[4-(2-pyridinyl)phenyl]pentylcarbamate hydrochloride

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

: methyl (S)-1-((2S,4S,5S)-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenyl-1-(4-(pyridin-2-yl)phenyl)hexan-2-ylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	75%

: 854754-04-4
methyl (S)-1-((2S,4S,5S)-5-amino-4-hydroxy-6-phenyl-1-(4-(pyridin-2-yl)phenyl)hexan-2-ylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamate

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

: dimethyl (2S,2'S)-1,1'-((2S,3S,5S)-3-hydroxy-1-phenyl-6-(4-(pyridin-2-yl)phenyl)hexane-2,5-diyl)bis(azanediyl)bis(3,3-dimethyl-1-oxobutane-2,1-diyl)dicarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 3h;	75%
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 3h;	75%
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 20℃; for 16h; Inert atmosphere;	75%

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

: 437713-06-9
1-[4-(pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-diamino-6-phenyl-2-azahexane

: 198904-31-3
atazanavir

Conditions

Conditions	Yield
Stage #1: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With thionyl chloride; triethylamine In dichloromethane at 42℃; for 3h; Stage #2: 1-[4-(pyridine-2-yl)phenyl]-(5S)-2,5-diamino-(4S)-hydroxy-6-phenyl-2-azahexane In dichloromethane at 20℃; Solvent; Temperature; Concentration;	74.2%

: tert-butyl (1S,2S,4R)-4-amino-1-benzyl-2-hydroxy-5-[4-(2-pyridinyl)phenyl]pentylcarbamate hydrochloride salt

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

: methyl (S)-1-((2R,4S,5S)-5-(tert-butoxycarbonyl)amino-4-hydroxy-6-phenyl-1-(4-(pyridin-2-yl)phenyl)hexan-2-ylamino)-3,3-dimethyl-1-oxobutan-2-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	74%
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 16h;	74%

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

: 144164-11-4
(2S,3S,5S)-5-Amino-2-(N-((5-thiazolyl)-methoxycarbonyl)amino)-3-hydroxy-1,6-diphenylhexane

: N1-((1S,3S,4S)-1-benzyl-3-hydroxy-5-phenyl-4-{[(1,3-thiazol-5-ylmethoxy)carbonyl]amino}pentyl)-N2-(methoxycarbonyl)-3-methyl-L-valinamide

Conditions

Conditions	Yield
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 16h;	73.5%

: 854757-30-5
methyl (1S)-1-[({(1S,3S,4S)-4-amino-3-hydroxy-1-[4-(5-methyl-2-pyridinyl)benzyl]-5-phenylpentyl}amino)carbonyl]-2,2-dimethylpropylcarbamate

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

: methyl (1S,4S,5S,7S,10S)-4-benzyl-1,10-ditert-butyl-5-hydroxy-7-[4-(5-methyl-2-pyridinyl)benzyl]-2,9,12-trioxo-13-oxa-3,8,11-triazatetradec-1-ylcarbamate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 72h;	73%
With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 72h;	73%

: di-tert-butyl 2,2'-(((sulfonylbis(oxy))bis(3,1-phenylene))bis(1H-imidazole-5,2-diyl))(2S,2'S)-bis(pyrrolidine-1-carboxylate)

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

: bis(3-(2-((S)-1-((R)-2-(methoxycarbonylamino)-3,3-dimethylbutanoyl)pyrrolidine-2-yl)-1H-imidazol-5-yl)phenyl)sulfate

Conditions

Conditions	Yield
Stage #1: di-tert-butyl 2,2'-(((sulfonylbis(oxy))bis(3,1-phenylene))bis(1H-imidazole-5,2-diyl))(2S,2'S)-bis(pyrrolidine-1-carboxylate) With trifluoroacetic acid In dichloromethane at 20℃; for 0.5h; Stage #2: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	73%

Yield

Stage #1: di-tert-butyl 2,2'-(((sulfonylbis(oxy))bis(3,1-phenylene))bis(1H-imidazole-5,2-diyl))(2S,2'S)-bis(pyrrolidine-1-carboxylate) With trifluoroacetic acid In dichloromethane at 20℃; for 0.5h;
Stage #2: (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;

73%

: 857904-38-2
(2S,3S)-N-((1S,2S)-1-benzyl-2-hydroxy-3-{1-[4-(2-pyridinyl)benzyl]hydrazino}propyl)-3-methyl-2-[2-oxo-3-(4-quinolinylmethyl)-1-imidazolidinyl]pentanamide

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

: tert-butyl (1S)-1-({2-[(2S,3S)-2-hydroxy-3-({(2S,3S)-3-methyl-2-[2-oxo-3-(4-quinolinylmethyl)-1-imidazolidinyl]pentanoyl}amino)-4-phenylbutyl]-2-[4-(2-pyridinyl)benzyl]hydrazino}carbonyl)-2,2-dimethylpropylcarbamate

Conditions

Conditions	Yield
Stage #1: (2S,3S)-N-((1S,2S)-1-benzyl-2-hydroxy-3-{1-[4-(2-pyridinyl)benzyl]hydrazino}propyl)-3-methyl-2-[2-oxo-3-(4-quinolinylmethyl)-1-imidazolidinyl]pentanamide; (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 25℃; for 4h; Stage #2: With sodium hydrogencarbonate In water; ethyl acetate for 0.5h;	72%

Yield

Stage #1: (2S,3S)-N-((1S,2S)-1-benzyl-2-hydroxy-3-{1-[4-(2-pyridinyl)benzyl]hydrazino}propyl)-3-methyl-2-[2-oxo-3-(4-quinolinylmethyl)-1-imidazolidinyl]pentanamide; (S)-2-(methoxycarbonylamino)-3,3-dimethylbutanoic acid With triethylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 25℃; for 4h;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate for 0.5h;

72%

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 .

Product Name

Methoxycarbonyl-L-tert-leucine

Synthetic route

Methoxycarbonyl-L-tert-leucine Chemical Properties

Methoxycarbonyl-L-tert-leucine Specification

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