ChemicalBook > CAS DataBase List > (2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE

(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE

Product Name
(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE
CAS No.
97538-67-5
Chemical Name
(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE
Synonyms
(3R)-TRICHLOROMETHYL-CIS-TETRAHYDROPYRROLO[1,2-C]OXAZOL-1-ONE;(3R,7aS)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one;DK7774;0]octane-4-one;L-PROLINE - CHLORAL CONDENSATION PRODUCT;5S)-2-TrichloroMethyl-3-oxa-1-azabicyclo[3;(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE;(2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one;(3R-cis)-Tetrahydro-3-trichloromethyl-1H,3H-pyrrolo[1,2-c]ox...;(2R, 5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3,3,0]OCTANE-4-ONE
CBNumber
CB8455608
Molecular Formula
C7H8Cl3NO2
Formula Weight
244.5
MOL File
97538-67-5.mol
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(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE Property

Melting point:
108-112°C
Boiling point:
338.6±42.0 °C(Predicted)
Density 
1.59±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
soluble in Methanol
form 
powder to crystal
pka
2.01±0.40(Predicted)
color 
White to Almost white
optical activity
[α]/D 29 to 34°, c = 2 in toluene
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Safety

WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical
Product number
T2902
Product name
(2R,5S)-2-Trichloromethyl-3-oxa-1-azabicyclo[3.3.0]octan-4-one
Purity
>98.0%(GC)
Packaging
1g
Price
$118
Updated
2025/07/31
TRC
Product number
T895760
Product name
(2R,5S)-2-Trichloromethyl-3-oxa-1-azabicyclo[3.3.0]octan-4-one
Packaging
500mg
Price
$60
Updated
2021/12/16
TRC
Product number
T895760
Product name
(2R,5S)-2-Trichloromethyl-3-oxa-1-azabicyclo[3.3.0]octan-4-one
Packaging
2.5g
Price
$90
Updated
2021/12/16
AK Scientific
Product number
B047
Product name
(2R,5S)-2-Trichloromethyl-3-oxa-1-azabicyclo[3,3,0]octane-4-one
Packaging
1g
Price
$29
Updated
2021/12/16
Apolloscientific
Product number
OR316050
Product name
(3R)-Trichloromethyl-cis-Tetrahydropyrrolo[1,2-c]oxazol-1-one
Packaging
1g
Price
$87
Updated
2021/12/16
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(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE Chemical Properties,Usage,Production

Synthesis

75-87-6

147-85-3

118916-60-2

At room temperature, 22 mL (225 mmol, 2.5 eq.) of trichloroacetaldehyde was added dropwise to a 45 mL suspension of acetonitrile containing 10.470 g (90.94 mmol, 1.0 eq.) of L-proline. The reaction mixture was stirred continuously for 19.5 hours at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was dissolved in 100 mL of dichloromethane and filtered to remove insoluble material. The filtrate was concentrated and the dissolution-filtration-concentration process was repeated three times to finally obtain 18.141 g (74.20 mmol, 82% yield) of the target compound 3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-C]oxazol-1-one (103) as a white solid. Molecular formula: C7H8Cl3NO2, molecular weight: 244.50 g-mol?1. Specific optical rotation: [α]20D = +34.3° (c = 0.970, benzene). Melting point: 109.6 °C. 1H NMR (400 MHz, CDCl3): δ 1.78-1.64 (m, 1H, H-4'), 1.96-1.85 (m, 1H, H-4), 2.13-2.02 (m, 1H, H-3'), 2.26-2.13 (m, 1H, H-3), 3.15-3.06 (m, 1H, H -5'), 3.39 (ddd, J = 10.9, 7.8, 6.0 Hz, 1H, H-5), 4.09 (dd, J = 8.9, 4.6 Hz, 1H, H-2), 5.14 (s, 1H, H-7).13C NMR (100 MHz, CDCl3): δ 25.32 (t, C-4), 29.91 (t, C-3) 57.87 (t, C-5), 62.38 (t, C-2), 100.62 (s, C-8), 103.60 (d, C-7), 175.43 (s, C-6).IR (FT-ATR, cm?1): 2958 (m), 2920 (w), 2893 (w), 2866 (w), 1784 (s), 1725 (m ), 1449(w), 1373(w), 1359(w), 1322(m), 1283(m), 1270(m), 1243(m), 1174(s), 1107(s), 1083(m), 1043(w), 1001(s), 958(s), 913(w), 898(m), 838(s), 813( s), 790(s), 744(s).

References

[1] Tetrahedron Asymmetry, 2002, vol. 13, # 20, p. 2229 - 2234
[2] Synlett, 2007, # 18, p. 2882 - 2884
[3] Patent: US2015/18269, 2015, A1. Location in patent: Paragraph 0110-0117
[4] Chemistry - A European Journal, 2015, vol. 21, # 23, p. 8464 - 8470
[5] Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 837 - 841

(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE Preparation Products And Raw materials

Raw materials

Preparation Products

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(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE Suppliers

Canada 1 China 63 Germany 1 India 3 Japan 1 Switzerland 1 The Netherlands 1 United Kingdom 1 United States 14 Global 86
Brunschwig chemie
Tel
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Email
brunschwig@brunschwig.nl
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The Netherlands
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View Lastest Price from (2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE manufacturers

Hebei Jimi Trading Co., Ltd.
Product
(2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE 97538-67-5
Price
US $1.00/Kg
Min. Order
1Kg/Bag
Purity
99.95
Supply Ability
500kg
Release date
2019-04-15

97538-67-5, (2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONERelated Search:

Chloral H-PRO-OET HCL (2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE 2,2,2-TRICHLOROETHYL BUTYRATE 1-(2-CHLOROETHYL)PYRROLIDINE HYDROCHLORIDE

  • L-PROLINE - CHLORAL CONDENSATION PRODUCT
  • (3R-CIS)-TETRAHYDRO-3-(TRICHLOROMETHYL)-1H,3H-PYRROLO[1,2-C]OXAZOL-1-ONE
  • (3R)-TRICHLOROMETHYL-CIS-TETRAHYDROPYRROLO[1,2-C]OXAZOL-1-ONE
  • (2R,5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3.3.0]OCTAN-4-ONE
  • (2R, 5S)-2-TRICHLOROMETHYL-3-OXA-1-AZABICYCLO[3,3,0]OCTANE-4-ONE
  • 0]octane-4-one
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  • 3-(trichloromethyl)-5,6,7,7a-tetrahydro-3H-pyrrolo[1,2-c]oxazol-1-one
  • (2R,5S)-2-trichloromethyl-1-aza-3-oxabicyclo[3.3.0]octan-4-one
  • (3R,7aS)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one
  • (3R,7aS)-3-(trichloromethyl)tetrahydro-1H,3H-pyrrolo[1,2-c]oxazol-1-one
  • (2R,5S)-2-trichloroMethyl-1-aza-3-oxabicyclo-[3,3,0]-octaM-4-one
  • 1H,3H-Pyrrolo[1,2-c]oxazol-1-one, tetrahydro-3-(trichloroMethyl)-, (3R,7aS)-
  • (3R,7aS)-3-(trichloromethyl)-hexahydropyrrolo[1,2-c][1,3]oxazol-1-one
  • (2<i>R</i>,5<i>S</i>)-2-Trichloromethyl-3-oxa-1-azabicyclo[3.3.0]octan-4-one
  • (3R,7aS)-3-Trichloromethyl-tetrahydro-pyrrolo[1,2-c]oxazol-1-one
  • (3R,7aS)-3-(trichloromethyl)-5,6,7,7a-tetrahydro-3H-pyrrolo[1,2-c][1,3]oxazol-1-one
  • DK7774
  • (3R-cis)-Tetrahydro-3-trichloromethyl-1H,3H-pyrrolo[1,2-c]ox...
  • 97538-67-5
  • C7H8Cl3NO2
  • Asymmetric Synthesis
  • Chiral Building Blocks
  • Heterocyclic Building Blocks
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