- tert-Butyl (1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)acetate
- tert-Butyl (1-formylcyclopropyl)carbamate
- tert-Butyl (1-hydroxy-3-phenylpropan-2-yl)carbamate
- tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate
- tert-Butyl (2-aminophenyl)carbamate
- tert-Butyl (2-chloro-3-formylpyridin-4-yl)carbamate
- tert-Butyl (2R)-2-(hydroxymethyl)-5-oxopyrrolidine-1-carboxylate
- tert-Butyl (2R,3S)-(-)-6-oxo-2,3-diphenyl-4-morpholinecarboxylate
- tert-Butyl (2S)-2-(hydroxymethyl)-5-oxopyrrolidine-1-carboxylate
- tert-Butyl (2S)-2-carbamoyl-2,3-dihydropyrrole-1-carboxylate
- 113472-97-29-epi-Artemisinin
- 1134-76-5Benzenamine, 2-[3-(dimethylamino)propoxy]-
- 113479-65-57-Amino-3-chloromethyl-3-cephem-4-carboxylic acid p-methoxybenzyl ester, hydrochloride
- 113-48-44,7-Methano-1H-isoindole-1,3(2H)-dione,2-(2-ethylhexyl)-3a,4,7,7a-tetrahydro-
- 113484-74-5Glycine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-, 2,5-dioxo-1-pyrrolidinyl ester
- 113492-03-81-Propanaminium,3-amino-N-ethyl-N,N-dimethyl-, N-coco acyl derivs., Et sulfates
- 1134-94-7Benzenamine,2-(phenylthio)-
- 113504-93-11,3-Benzodioxole,5-isothiocyanato-
- 113507-06-5Moxidectin
- 113507-82-7Ethanesulfonic acid,1,1,2,2-tetrafluoro-2-(1,1,2,2,2-pentafluoroethoxy)-
Hot Products
- 104987-11-3Tacrolimus
- 141-53-7Sodium formate
- 8001-54-5Quaternary ammonium compounds, alkylbenzyldimethyl, chlorides
- 9003-39-8Povidone
- 10161-34-9Trenbolone acetate
- 402957-28-2Telaprevir
- 68-19-9Cyanocobalamin
- 7631-86-9Silicon dioxide
- 302-79-4Tretinoin
- 77-92-9Citric acid
|
Basic Information |
|
Post buying leads |
|
Suppliers |
|
Cas Database |
| Name |
tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate |
EINECS | -0 |
| CAS No. | 113451-59-5 | Density | 1.105 g/cm3 |
| PSA | 41.57000 | LogP | 1.23430 |
| Solubility | Insoluble in water. | Melting Point |
74-76 °C(lit.) |
| Formula | C10H18N2O2 | Boiling Point | 276.372 °C at 760 mmHg |
| Molecular Weight | 294.372 | Flash Point | 120.946 °C |
| Transport Information | N/A | Appearance | White to slightly beige powder |
| Safety | 22-24/25 | Risk Codes | 34 |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
1,1-Dimethylethyl(S,S)-2,5-diazabicyclo[2.2.1]heptane-5-carboxylate;N-Boc-(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane;tert-Butyl(1S,4S)-(-)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate;tert-Butyl(1S,4S)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate;2,5-Diazabicyclo[2.2.1]heptane-2-carboxylicacid, 1,1-dimethylethyl ester, (1S)-;(1S,4S)-(-)-2-Boc-2,5-diazabicyclo[2.2.1]heptane;(1S,4S)-2,5-Diazabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester;(1S,4S)-N-Boc-2,5-diazabicyclo[2.2.1]heptane;(1S,4S)-tert-Butyl2,5-diazabicyclo[2.2.1]heptane-2-carboxylate; |
Article Data | 8 |
tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate Synthetic route
- 113451-54-0
(2S,4R)-2-(azidomethyl)-1-(tert-butoxycarbonyl)-4-<(methylsulfonyl)oxy>pyrrolidine
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In methanol | 100% |
| Stage #1: (2S,4R)-2-(azidomethyl)-1-(tert-butoxycarbonyl)-4-<(methylsulfonyl)oxy>pyrrolidine With triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Staudinger Azide Reduction; Stage #2: With water In tetrahydrofuran for 18h; | 71% |
- 132666-68-3
(1S,4S)-5-Benzyl-2-tert-butoxycarbonyl-2,5-diazabicyclo<2.2.1>heptane
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| With palladium hydroxide 10 wt. % on activated carbon; hydrogen In methanol under 3102.97 Torr; | 90% |
| With palladium 10% on activated carbon; hydrogen In methanol at 50℃; under 22502.3 Torr; for 16h; | 85% |
| With 10% palladium on carbon; hydrogen | 76% |
| With palladium 10% on activated carbon; hydrogen In dichloromethane under 3102.97 Torr; | 10.4 g |
- 922139-40-0
tert-butyl (2S,4S)-4-amino-2-(hydroxymethyl)pyrrolidin-1-carboxylate
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 22 - 25℃; for 12h; Inert atmosphere; | 80.6% |
- 40216-83-9
L-4-hydroxyproline methyl ester hydrochloride
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1.1: triethylamine / dichloromethane / 17 h / 0 °C 2.1: lithium borohydride / tetrahydrofuran / 26 h / 0 - 20 °C 3.1: pyridine / dichloromethane / 18 h / 40 °C 4.1: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 70 °C 5.1: triethylamine / dichloromethane / 0.5 h / 0 °C 6.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C 6.2: 18 h View Scheme |
- 51-35-4
4R-4-hydroxyproline
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1.1: thionyl chloride; hydrogenchloride / water / 18 h / 20 °C / Reflux 2.1: triethylamine / dichloromethane / 17 h / 0 °C 3.1: lithium borohydride / tetrahydrofuran / 26 h / 0 - 20 °C 4.1: pyridine / dichloromethane / 18 h / 40 °C 5.1: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 70 °C 6.1: triethylamine / dichloromethane / 0.5 h / 0 °C 7.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C 7.2: 18 h View Scheme | |
| Multi-step reaction with 6 steps 1.1: sodium carbonate / water 1.3: 20 h 2.1: toluene / Reflux 3.1: hydrogen bromide 4.1: sodium methylate / methanol / 20 °C 5.1: triethylamine / dichloromethane / 0 - 20 °C 6.1: hydrogen; palladium hydroxide 10 wt. % on activated carbon / methanol / 3102.97 Torr View Scheme |
- 74844-91-0
1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: lithium borohydride / tetrahydrofuran / 26 h / 0 - 20 °C 2.1: pyridine / dichloromethane / 18 h / 40 °C 3.1: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 70 °C 4.1: triethylamine / dichloromethane / 0.5 h / 0 °C 5.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C 5.2: 18 h View Scheme | |
| Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 2 h / 5 - 25 °C 2: sodium azide / N,N-dimethyl-formamide / 3 h / 90 °C 3: potassium borohydride; lithium chloride / tetrahydrofuran / 12 h / 25 °C 4: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 22 - 25 °C / Inert atmosphere View Scheme | |
| Multi-step reaction with 4 steps 1: sodium tetrahydroborate / methanol / 18 h / 20 - 35 °C / Cooling with ice; Large scale 2: triethylamine / dichloromethane / 1 h / 20 - 35 °C / Cooling with liquid nitrogen; Large scale 3: 3 h / 80 °C / Large scale 4: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 50 °C / 22502.3 Torr View Scheme |
- 61478-26-0
tert-butyl (2S,4R)-4-hydroxy-2-hydroxymethyl-pyrrolidine-1-carboxylate
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: pyridine / dichloromethane / 18 h / 40 °C 2.1: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 70 °C 3.1: triethylamine / dichloromethane / 0.5 h / 0 °C 4.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C 4.2: 18 h View Scheme | |
| Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 1 h / 20 - 35 °C / Cooling with liquid nitrogen; Large scale 2: 3 h / 80 °C / Large scale 3: palladium 10% on activated carbon; hydrogen / methanol / 16 h / 50 °C / 22502.3 Torr View Scheme |
- 194089-91-3
tert-butyl (2S,4R)-4-hydroxy-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)-pyrrolidine-1-carboxylate
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: trimethylsilylazide; tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 70 °C 2.1: triethylamine / dichloromethane / 0.5 h / 0 °C 3.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C 3.2: 18 h View Scheme |
- 114676-96-9
(2S,4R)-tert-butyl 2-(azidomethyl)-4-hydroxypyrrolidine-1-carboxylate
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: triethylamine / dichloromethane / 0.5 h / 0 °C 2.1: triphenylphosphine / tetrahydrofuran / 2 h / 20 °C 2.2: 18 h View Scheme |
- 84520-68-3
N-tert-butoxycarbonyl-cis-4-azido-L-proline methyl ester
- 113451-59-5
(1S,4S)-2,5-Diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: potassium borohydride; lithium chloride / tetrahydrofuran / 12 h / 25 °C 2: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 22 - 25 °C / Inert atmosphere View Scheme |
tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate Chemical Properties
Systematic Name: tert-Butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
Synonyms of (1S,4S)-(-)-2-Boc-2,5-Diazabicyclo[2.2.1]heptane (CAS NO.113451-59-5): (1S,4S)-N-(tert-Butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane ; tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate
CAS NO: 113451-59-5
Molecular Formula: C10H18N2O2
Molecular Weight: 198.26
Molecular Structure: 
H bond acceptors: 4
H bond donors: 1
Freely Rotating Bonds: 2
Polar Surface Area: 32.78 Å2
Index of Refraction: 1.5
Molar Refractivity: 52.84 cm3
Molar Volume: 179.4 cm3
Surface Tension: 37.3 dyne/cm
Density: 1.104 g/cm3
Flash Point: 120.9 °C
Enthalpy of Vaporization: 51.49 kJ/mol
Boiling Point: 276.4 °C at 760 mmHg
Vapour Pressure: 0.00482 mmHg at 25°C
Melting point: 74-76 ºC
Alpha : -44 º (c=1 in chloroform)
Appearance: (1S,4S)-(-)-2-Boc-2,5-Diazabicyclo[2.2.1]heptane (CAS NO.113451-59-5) is white to slightly beige powder .
SMILES: O=C(OC(C)(C)C)N1CC2NCC1C2
InChI: InChI=1/C10H18N2O2/c1-10(2,3)14-9(13)12-6-7-4-8(12)5-11-7/h7-8,11H,4-6H2,1-3H3
InChIKey: UXAWXZDXVOYLII-UHFFFAOYAY
Std. InChI: InChI=1S/C10H18N2O2/c1-10(2,3)14-9(13)12-6-7-4-8(12)5-11-7/h7-8,11H,4-6H2,1-3H3
Std. InChIKey: UXAWXZDXVOYLII-UHFFFAOYSA-N
tert-Butyl (1S,4S)-2,5-diazabicyclo[2.2.1]heptan-2-carboxylate Safety Profile
Safety Statements: 22-24/25
S22: Do not breathe dust.
S24/25: When (1S,4S)-(-)-2-Boc-2,5-Diazabicyclo[2.2.1]heptane (CAS NO.113451-59-5) is used,avoid contact with skin and eyes.
WGK Germany: 3
What can I do for you?
Get Best Price
