3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane
- Product Name
- 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane
- CAS No.
- 114214-49-2
- Chemical Name
- 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane
- Synonyms
- SW-39;SWF-39;VOSA-011;o[3.1.0]hexane;3-Boc-6-oxa-3-azabicycL;3-Boc-6-oxa-3-aza-bicyclo;1-Boc-3,4-epoxypyrrolidine;N-Boc-6-Oxa-3-azabicyclo[3.1.0]hexane;3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane;1-(tert-Butoxycarbonyl)-3,4-epoxypyrrolidine
- CBNumber
- CB71501400
- Molecular Formula
- C9H15NO3
- Formula Weight
- 185.22
- MOL File
- 114214-49-2.mol
3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane Property
- Boiling point:
- 252.7±33.0 °C(Predicted)
- Density
- 1.181±0.06 g/cm3(Predicted)
- refractive index
- 1.4600 to 1.4640
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- form
- powder to lump to clear liquid
- pka
- -0.98±0.20(Predicted)
- color
- White or Colorless to Light yellow
- InChI
- InChI=1S/C9H15NO3/c1-9(2,3)13-8(11)10-4-6-7(5-10)12-6/h6-7H,4-5H2,1-3H3
- InChIKey
- NXZIGGBPLGAPTI-UHFFFAOYSA-N
- SMILES
- C12C(O1)CN(C(OC(C)(C)C)=O)C2
Safety
- HazardClass
- IRRITANT
- HS Code
- 2934999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- B5385
- Product name
- tert-Butyl 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate
- Purity
- >95.0%(GC)
- Packaging
- 1g
- Price
- $41
- Updated
- 2025/07/31
- Product number
- B5385
- Product name
- tert-Butyl 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate
- Purity
- >95.0%(GC)
- Packaging
- 5g
- Price
- $152
- Updated
- 2025/07/31
- Product number
- O752195
- Product name
- 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylicAcidtert-ButylEster
- Packaging
- 1g
- Price
- $140
- Updated
- 2021/12/16
- Product number
- 162185
- Product name
- 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylic Acid tert-Butyl Ester
- Packaging
- 1g
- Price
- $425
- Updated
- 2021/12/16
- Product number
- O752195
- Product name
- 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylicAcidtert-ButylEster
- Packaging
- 10g
- Price
- $1100
- Updated
- 2021/12/16
3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane Chemical Properties,Usage,Production
Uses
6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylic Acid tert-Butyl Ester, can be used as an intermediate in the synthesis of pharmaceutical products including inhibitors and anticancer compounds. It is used in the synthesis of chiral pyrrolidine Inhibitors with the ability to bind to Neuronal Nitric Oxide Synthase.
Synthesis
73286-70-1
114214-49-2
General procedure for the synthesis of 3-N-Boc-6-oxa-3-azabicyclo[3.1.0]hexane from N-Boc-3-pyrroline: compound 1 (N-Boc-3-pyrroline, 4.0 g, 0.024 mol) was dissolved in dichloromethane (40 mL) at room temperature followed by the addition of isochloroperoxybenzoic acid (m-CPBA, 0.3 mol) . The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the reaction was quenched with sodium sulfite (Na2SO3), followed by washing the organic layer with sodium bicarbonate (NaHCO3) solution. Finally, the organic phase was concentrated to give compound 2 (3-N-tert-butoxycarbonyl-6-oxa-3-azabicyclo[3.1.0]hexane, 4.4 g, 100% yield). The 1H NMR (400 MHz, CDCl3) data of compound 2 were as follows: δ 3.73 (multiple peaks, 2H), 3.60 (multiple peaks, 2H), 3.23 (multiple peaks, 2H), 1.37 (single peak, 9H).
References
[1] Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 21, p. 4770 - 4773
[2] Patent: WO2013/96744, 2013, A1. Location in patent: Page/Page column 221
[3] Patent: US2007/37853, 2007, A1. Location in patent: Page/Page column 23
[4] Tetrahedron, 2003, vol. 59, # 49, p. 9729 - 9742
[5] Patent: WO2006/71958, 2006, A1. Location in patent: Page/Page column 116
3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane Preparation Products And Raw materials
Raw materials
Preparation Products
3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane Suppliers
- Tel
- 03-36680489
- Fax
- 03-3668-0520
- Sales-JP@TCIchemicals.com
- Country
- Japan
- ProdList
- 28387
- Advantage
- 80
View Lastest Price from 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane manufacturers
- Product
- 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane 114214-49-2
- Price
- US $0.00-0.00/g
- Min. Order
- 100g
- Purity
- 97%
- Supply Ability
- 500kg/M
- Release date
- 2024-11-07
- Product
- 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane 114214-49-2
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1Ton
- Release date
- 2022-09-29
- Product
- 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane 114214-49-2
- Price
- US $0.00-0.00/KG
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 2000tons
- Release date
- 2019-12-31