ChemicalBook > CAS DataBase List > 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane

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
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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
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Safety

HazardClass 
IRRITANT
HS Code 
2934999090
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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.

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N-Bromosuccinimide Price

TCI Chemical
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
TCI Chemical
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
TRC
Product number
O752195
Product name
6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylicAcidtert-ButylEster
Packaging
1g
Price
$140
Updated
2021/12/16
Usbiological
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
TRC
Product number
O752195
Product name
6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylicAcidtert-ButylEster
Packaging
10g
Price
$1100
Updated
2021/12/16
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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

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3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane Suppliers

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View Lastest Price from 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane manufacturers

Changsha YuTeng New Materials Co., Ltd.
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
Henan Aochuang Chemical Co.,Ltd.
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
Shaanxi Dideu Medichem Co. Ltd
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

114214-49-2, 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexaneRelated Search:

tert-butyl 6-oxo-3-aza-bicyclo[3.2.0]heptane-3-carboxylate (+/-)-BOC-ALPHA-PHOSPHONOGLYCINE TRIMETHYL ESTER 5-Bromoindole 4-CYANO-7-AZAINDOLE 4-FLUORO-2-HYDROXYBENZALDEHYDE 2-cyclopylcyclopropane-1-carboxylic acid (2R,5S)-tert-butyl 4-benzyl-2,5-diMethylpiperazine-1-carboxylate 5-Bromoindazole Pyrrolidine-3-carboxaMide hydrochloride 1H-Pyrrolo[2,3-b]pyridine, 2-methyl-1-(phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 5-BROMO-2-METHYL-3-NITROPHENYL METHYLCARBOXYLATE 2,4-dichloro-7H-Pyrrolo[2,3-d]pyriMidine-7-carboxylic acid 1,1-diMethylethyl ester 1-METHYL-5-NITRO-1H-INDAZOLE 5-METHYL-4,5,6,7-TETRAHYDRO[1,3]THIAZOLO[5,4-C]PYRIDIN-2-AMINE rac-4-(6-chloro-2-oxo-2,3-dihydro-1H-indol-3-yl)-piperidine-1-carboxylic acid tert-butyl No Chinese name (6-Methylpyridazin-3-yl)MethanaMine dihydrochloride 1-Boc-4-(Hydroxymethyl)-4-methyl-piperidine

  • 3-Boc-6-oxa-3-aza-bicyclo[3.1.0]hexane
  • 6-Oxa-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester
  • tert-butyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carbo
  • 6-oxa-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester, 3-[(1,1-DiMethylethoxy)carbonyl]-6-oxa-3-azabicyclo[3.1.0]hexane-3
  • 3-Boc-6-oxa-3-aza-bicyclo
  • 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • (1R,5S)-tert-butyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • 6-Oxa-3-azabicyclo[3.1.0]hexane-3-carboxylic acid, 1,1-diMethylethyl ester
  • 6-Oxa-3-azabicyclo[3.1.0]hexane, N-BOC protected
  • tert-Butyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate, 3-(tert-Butoxycarbonyl)-6-oxa-3-azabicyclo[3.1.0]hexane
  • Tert-butyl 6-oxa-3-azabicyclo[3.1.]hexane-3-carboxylate
  • 3-Boc-6-Oxa-3-Aza-Bicyclo[3.1.0]Hexane(WX619109)
  • VOSA-011
  • N-Boc-6-Oxa-3-azabicyclo[3.1.0]hexane
  • 3-Boc-6-oxa-3-azabicycL
  • o[3.1.0]hexane
  • ert-Butyl6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate
  • 1-(tert-Butoxycarbonyl)-3,4-epoxypyrrolidine
  • 1-Boc-3,4-epoxypyrrolidine
  • SWF-39
  • SW-39
  • 114214-49-2
  • pharmacetical
  • Benzothiazoles,Thiazoles