3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester,
- CAS No.
- 273206-92-1
- Chemical Name:
- 3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester,
- Synonyms
- tert-butyl (1R,5S,6s)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;tert-Butyl rel-(1R,5S,6S)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;1,1-Dimethylethyl (1α,5α,6α)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;exo-6-Amino-3-Boc-3-azabi...;exo-6-Amino-3-Boc-3-azabicyclo[3.1.0]hexane;(1alpha,5alpha,6alpha)-6-Amino-3-Boc-3-azabicyclo[3.1.0]hexane;tert-butyl (exo-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;(1R,5S,6s)-tert-butyl 6-aMino-3-azabicyclo[3.1.0]hexane-3-carbox;trans-tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;tert-butyl (1S,5R)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate
- CBNumber:
- CB01277119
- Molecular Formula:
- C10H18N2O2
- Molecular Weight:
- 198.26
- MDL Number:
- MFCD09832898
- MOL File:
- 273206-92-1.mol
- MSDS File:
- SDS
| Melting point | 45-47° |
|---|---|
| Boiling point | 275℃ |
| Density | 1.144 |
| Flash point | 120℃ |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| pka | 8.52±0.20(Predicted) |
| Appearance | Off-white to yellow Solid |
| InChI | InChI=1/C10H18N2O2/c1-10(2,3)14-9(13)12-4-6-7(5-12)8(6)11/h6-8H,4-5,11H2,1-3H3/t6-,7+,8+ |
| InChIKey | UWWZMHWHRBGMIT-JIGDXULJNA-N |
| SMILES | N[C@@H]1[C@@]2([H])CN(C(=O)OC(C)(C)C)C[C@@]12[H] |&1:1,2,14,r| |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H312-H332 |
| Precautionary statements | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501 |
| HazardClass | IRRITANT |
| HS Code | 2922390090 |
3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester, price More Price(57)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Apolloscientific | OR302706 | (1R,5S)-tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate 95% | 273206-92-1 | 100mg | $56 | 2026-06-04 | Buy |
| Apolloscientific | OR302706 | (1R,5S)-tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate 95% | 273206-92-1 | 250mg | $69 | 2026-06-04 | Buy |
| Apolloscientific | OR302706 | (1R,5S)-tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate 95% | 273206-92-1 | 1g | $82 | 2026-06-04 | Buy |
| Apolloscientific | OR302706 | (1R,5S)-tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate 95% | 273206-92-1 | 5g | $98 | 2026-06-04 | Buy |
| Apolloscientific | OR302706 | (1R,5S)-tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate 95% | 273206-92-1 | 25g | $460 | 2026-06-04 | Buy |
3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester, Chemical Properties, Uses, Production
Uses
(1α,5α,6α)-6-Amino-3-azabicyclo[3.1.0]hexane-3-carboxylic Acid 1,1-Dimethylethyl Ester, is an intermediate in the preparation of a novel series of Histone Deacetylase (HDAC) Inhibitors, demonstrating class I selectivity and good oral bioavailability. It can also be used in the synthesis of Alatrofloxacin Mesylate (A511400).
Synthesis
Tert-butyl REL-(1R,5S,6S)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate was prepared by using tert-butyl chloroformate and 3-azabicyclo[3.1.0]hexan-6-amine as starting materials.
Take a dry three-necked reaction flask, one fitted with a calcium chloride desiccator, one fitted with a dropping funnel, and the tetrahydrofuran solution needs to be anhydrous in advance. Weigh the tert-butyl ester formyl chloride dissolved in 180mL of anhydrous tetrahydrofuran solution, start the stirring device. After dissolution, the solution was slowly added to 200 mL of tetrahydrofuran solution under ice-water bath conditions (3-azabicyclo[3.1.0]hexan-6-amine had been dissolved in tetrahydrofuran solution), and a solid precipitated immediately, and the stirring was continued for 4 hr at 35 after the addition, and the progress of the reaction was detected by thin-layer chromatography. When the reaction was completed and the reaction solution was cooled, 400 mL of ice water was added to the reaction to make the product precipitate completely, and a light yellow solid was obtained by filtration. After drying and crystallization with anhydrous ethanol, tert-butyl REL-(1R,5S,6S)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate was obtained.
3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester, Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Chengdu Dorher Pharmaceutical CO.,Ltd | 028-64259743 19983537320 | wangmin@focuspharm.com | China | 498 | 58 |
| Shanghai Boyle Chemical Co., Ltd. | sales@boylechem.com | China | 2915 | 55 | |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Shanghai Hanhong Scientific Co.,Ltd. | 021-54306202 13764082696 | info@hanhongsci.com | China | 42917 | 64 |
| skychemical Co.Ltd | 021-20958197 20965099 | sales@skychemical.com | China | 1182 | 57 |
| SpringPharma Tech Co.,Ltd | +86-25-68710855, +86-25-68710897 | sales@springpharma.net | China | 1260 | 62 |
| T&W GROUP | 021-61551611 13296011611 | contact@trustwe.com | China | 9884 | 58 |
| Nanjing Norris-Pharm Technology Co., Ltd | 13901585132 | sales@norris-pharm.com | China | 8869 | 55 |
| Shanghai Jian Chao Chemical Technology Co., Ltd. | 150-2103-5486 18017383231 | 983544897@qq.com | China | 9335 | 55 |
| shanghai cooperpharm co.,LTD . | +86-021-58975553 | sales@cooperpharm.com | China | 1210 | 56 |
View Latest Price from 3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester, manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2019-08-06 | 3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester,
273206-92-1
|
$8.80 | 1KG | 97%-99% | 100kg | Career Henan Chemical Co |
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- 3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester,
273206-92-1
- $8.80
- 97%-99%
- Career Henan Chemical Co
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