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1378388-35-2

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Basic Information
CAS No.: 1378388-35-2
Name: (3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid
Article Data: 7
Molecular Structure:
Molecular Structure of 1378388-35-2 ((3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid)
Formula: C12H19NO6
Molecular Weight: 273.286
Synonyms: (3S,5S)-1-(tert-butoxy carbonyl)-5-(methoxy carbonyl)pyrrolidine-3 -carboxylic acid
Density: 1.260±0.06 g/cm3(Predicted)
Boiling Point: 392.7±42.0 °C(Predicted)
PSA: 93.14000
LogP: 0.80750
Related products
Synthetic route
1378388-30-7

(2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester

1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
With water; sodium hydroxide In tert-Amyl alcohol at 0℃; for 5.25h; Cooling with ice;70%
Stage #1: (2S,4S)-N-(tert-butyloxycarbonyl)pyrrolidine-2,4-dicarboxylic acid dimethyl ester With water; sodium hydroxide In tetrahydrofuran at 0℃; for 5h;
Stage #2: With hydrogenchloride In water		70%
With sodium hydroxide In tetrahydrofuran; water at 0℃; for 5.25h;70%
487048-28-2

(2S,4S)-4-cyano-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester

1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
1.2: 12 h / 20 °C
2.1: water; sodium hydroxide / tert-Amyl alcohol / 5.25 h / 0 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane; methanol / 16 h / 20 °C
1.3: 12 h / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 20 °C
1.2: 12 h / 20 °C
2.1: sodium hydroxide; water / tetrahydrofuran / 5 h / 0 °C
View Scheme
24424-99-5

di-tert-butyl dicarbonate

1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 5.25 h / 0 °C
View Scheme
Multi-step reaction with 2 steps
1.1: ethyl acetate / 0.1 h / Industrial scale
2.1: water; sodium hydroxide / tetrahydrofuran / -1 °C / Industrial scale
2.2: pH 1 / Industrial scale
View Scheme
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
View Scheme

C8H13NO4*ClH

1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 12 h / 20 °C
2: sodium hydroxide / tetrahydrofuran; water / 5.25 h / 0 °C
View Scheme
64750-03-4

(2S,4S)-pyrrolidine-2,4-dicarboxylic acid dimethyl ester

1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: N-ethyl-N,N-diisopropylamine; dmap / dichloromethane / 16 h / 20 °C
2: sodium hydroxide / tetrahydrofuran / 5 h / 0 °C
View Scheme
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

1194059-42-1

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 2h;		60%
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
View Scheme
Multi-step reaction with 2 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C
2: sodium tetrahydroborate / tetrahydrofuran; water / 2 h / 0 °C
View Scheme
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

541-41-3

chloroformic acid ethyl ester

1194059-42-1

(2S,4S)-N-(tert-butyloxycarbonyl)-4-(hydroxymethyl)-pyrrolidine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: (3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid; chloroformic acid ethyl ester With triethylamine In tetrahydrofuran at 0℃; for 0.75h;
Stage #2: With sodium tetrahydroborate; water In tetrahydrofuran at 0℃; for 2h;		60%
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

1378390-61-4

(2S,5S)-2-(2-(9-((2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidine-2-carbonyloxy)-8-oxo-8,9,10,11-tetrahydro-5H-dibenzo[c,g]chromen-3-yl)-2-oxoethyl) 1-tert-butyl 5-methylpyrrolidine-1,2-dicarboxylate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
View Scheme
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

1378390-63-6

tert-butyl (2S,4S)-2-(5-{2-[(2S,4S)-1-(tert-butoxycarbonyl)-4-(methoxymethyl)pyrrolidin-2-yl]-1,11-dihydroisochromeno[4',3':6,7]naphtho[1,2-d]imidazol-9-yl}-1H-imidazol-2-yl)-5-methylpyrrolidine-1-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
View Scheme
1378388-35-2

(3S,5S)-N-(tert-butoxycarbonyl)-5-(methoxycarbonyl)-pyrrolidine-3-carboxylic acid

C32H34N6O2*(x)ClH

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1: triethylamine / tetrahydrofuran / 0.75 h / 0 °C / Cooling with ice
2: water; sodium tetrahydroborate / tetrahydrofuran / 2 h / 0 °C / Cooling with ice
3: silver trifluoromethanesulfonate; 2,6-di-tert-butyl-pyridine / dichloromethane / 3 h / 0 - 20 °C / Cooling with ice
4: water; lithium hydroxide / tetrahydrofuran; methanol / 2 h / 20 °C
5: caesium carbonate / acetone / 16 h / 40 °C
6: ammonium acetate / toluene; 2-methoxy-ethanol / 24 h / 110 °C
7: manganese(IV) oxide / dichloromethane / 505 h / 40 °C
8: hydrogenchloride / dichloromethane; 1,4-dioxane; methanol / 1.5 h
View Scheme
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