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CAS No.: | 364750-80-1 |
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Name: | (2S,4R)-N-Boc-4-methylpyrrolidine-2-carboxylic acid |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C11H19 N O4 |
Molecular Weight: | 229.276 |
Synonyms: | (2S,4R)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid; (2S,4R)-4-Methyl-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester |
Density: | 1.150 |
Boiling Point: | 343 ºC |
Flash Point: | 161 ºC |
PSA: | 66.84000 |
LogP: | 1.65440 |
tert-butyl (2S,4R)-2-(hydroxymethyl)-4-methylpyrrolidine-1-carboxylate
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 15h; | 100% |
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium chlorite; NaH2PO4 buffer; sodium hypochlorite In water; acetonitrile at 45℃; for 24h; pH=6.6; | 84% |
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium hydrogencarbonate; potassium bromide In acetone at 0℃; for 2h; |
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
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Stage #1: C11H19NO4 With trimethylaluminum; N,O-dimethylhydroxylamine*hydrochloride In tetrahydrofuran; toluene at -30 - 23℃; for 0.666667h; Inert atmosphere; Stage #2: With methanesulfonyl chloride; triethylamine In tetrahydrofuran at -78 - 23℃; for 1h; Inert atmosphere; Further stages; | 44% |
L-leucine
di-tert-butyl dicarbonate
A
N-tert-Butyloxycarbonyl-(2S,4S)-4-methylproline
C
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multistep reaction; | A n/a B 12% C n/a |
di-tert-butyl dicarbonate
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: aqueous Na2CO3 / tetrahydrofuran; dioxane / 18 h 2.1: NMM / 1,2-dimethoxy-ethane / 0.5 h / -20 °C 3.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 4.1: 78 percent / TEA; DMAP / CH2Cl2 5.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 6.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 6.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 7.1: Raney-Ni; hydrogen / methanol / Heating 8.1: TBAF / tetrahydrofuran 9.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme | |
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 0 - 20 °C 2: lithium borohydride / tetrahydrofuran / 20 °C View Scheme |
tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 78 percent / TEA; DMAP / CH2Cl2 2.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 3.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 3.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 4.1: Raney-Ni; hydrogen / methanol / Heating 5.1: TBAF / tetrahydrofuran 6.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme |
(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 8 steps 1.1: NMM / 1,2-dimethoxy-ethane / 0.5 h / -20 °C 2.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 3.1: 78 percent / TEA; DMAP / CH2Cl2 4.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 5.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 5.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 6.1: Raney-Ni; hydrogen / methanol / Heating 7.1: TBAF / tetrahydrofuran 8.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme |
(2S,4R)-2-(tert-butyldimethylsilanyloxymethyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 2.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 2.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 3.1: Raney-Ni; hydrogen / methanol / Heating 4.1: TBAF / tetrahydrofuran 5.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme |
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 2.1: 78 percent / TEA; DMAP / CH2Cl2 3.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 4.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 4.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 5.1: Raney-Ni; hydrogen / methanol / Heating 6.1: TBAF / tetrahydrofuran 7.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme |
4R-4-hydroxyproline
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 9 steps 1.1: aqueous Na2CO3 / tetrahydrofuran; dioxane / 18 h 2.1: NMM / 1,2-dimethoxy-ethane / 0.5 h / -20 °C 3.1: 11.96 g / NaBH4 / 1,2-dimethoxy-ethane; H2O / 0.33 h / Cooling 4.1: 78 percent / TEA; DMAP / CH2Cl2 5.1: 88 percent / trichloroisocyanuric acid; TEMPO / CH2Cl2 / 1 h / 0 °C 6.1: n-BuLi / tetrahydrofuran; hexane / -78 °C 6.2: 73 percent / tetrahydrofuran; hexane / 5 h / -78 - 20 °C 7.1: Raney-Ni; hydrogen / methanol / Heating 8.1: TBAF / tetrahydrofuran 9.1: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme |
(S)-tert-butyl 2-(hydroxymethyl)-4-methylenepyrrolidine-1-carboxylate
(2S,4R)-1-[(tert-butoxy)carbonyl]-4-methylpyrrolidine-2-carboxylic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 90 percent / Ir(COD)PyPCy3PF6; hydrogen / CH2Cl2 / 18 h / 20 °C / 760 Torr 2: 84 percent / NaClO2; TEMPO; aqueous NaH2PO4 buffer / NaClO / H2O; acetonitrile / 24 h / 45 °C / pH 6.6 View Scheme |
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Product Name: (2S,4R)-N-Boc-4-methylpyrrolidine-2-carboxylic acid
Molecular Structure of (2S,4R)-N-Boc-4-methylpyrrolidine-2-carboxylic acid (CAS NO.364750-80-1):
Molecular Formula: C11H19NO4
Molecular Weight: 229.2729
Synonyms of (2S,4R)-N-Boc-4-methylpyrrolidine-2-carboxylic acid (CAS NO.364750-80-1): (2S,4R)-1-(tert-Butoxycarbonyl)-4-methylpyrrolidine-2-carboxylic acid ; (2S,4R)-4-Methyl-1,2-pyrrolidinedicarboxylic acid 1-(1,1-dimethylethyl) ester
CAS NO: 364750-80-1
Index of Refraction: 1.491
Molar Refractivity: 57.644 cm3
Molar Volume: 199.2 cm3
Surface Tension: 42.049 dyne/cm
Density: 1.151 g/cm3
Flash Point: 161.361 °C
Enthalpy of Vaporization: 64.509 kJ/mol
Boiling Point of (2S,4R)-N-Boc-4-methylpyrrolidine-2-carboxylic acid (CAS NO.364750-80-1): 343.199 °C at 760 mmHg