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Structure of 790667-91-3

Chemical Structure| 790667-91-3

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Product Details of [ 790667-91-3 ]

CAS No. :790667-91-3
Formula : C11H21NO3
M.W : 215.29
SMILES Code : O=C(N1[C@@H](C)C[C@H](O)CC1)OC(C)(C)C
MDL No. :MFCD21607787
InChI Key :RCXJVQLRZJXWNM-DTWKUNHWSA-N
Pubchem ID :45097441

Safety of [ 790667-91-3 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 790667-91-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 790667-91-3 ]

[ 790667-91-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 790667-49-1 ]
  • [ 790667-91-3 ]
  • [ 790667-99-1 ]
YieldReaction ConditionsOperation in experiment
30%; 52% With sodium tetrahydroborate; In ethanol; for 2h; Combine 2-METHYL-4-OXO-PIPERIDINE-1-CARBOXYLIC acid tert-butyl ester isomer l (10.0 g, 46.89 mmol), absolute ethanol (200 mL), and sodium borohydride (2.66 g, 70.33 mmol) with stirring. After 2 hr. , concentrate the reaction mixture and then partition the residue between water (100 mL) and 1 : 1 hexane: ethyl acetate (100 mL). Separate the aqueous layer and wash with 1: 1 hexane: ethyl acetate (4X100 mL), combine the organic layers, wash with aqueous NACI solution, dry over sodium sulfate, filter and concentrate. Purify the residue by silica gel flash chromatography eluting with 7: 3 hexane : ethyl acetate to obtain the resolved trans isomer 1 (3.03 g, 30%) and cis isomer 1 (5.2 g, 52%). Trans isomer 1 :'H NMR (CDCl3) : 4.5 (m, 1H), 4.05 (m, 1H), 3.95 (M, 1H), 2.9 (M, 1H), 1.9 (m, 1H), 1.8 (m, 1H), 1.5 (m, 1H), 1.45 (s, 9H), 1.4 (m, 1H), 1.35 (m, 1H), 1.1 (d, 3H). cis isomer 1 :] H NMR (CDC13) : 4.25 (m, 1H), 4.15 (M, 1H), 3.8 (m, 1H), 3.25 (m, 1H), 1.8 (M, 1H), 1.65 (m, 3H), 1. 4 (s, 9H), 1.3 (d, 3H).
41%; 49% With methanol; sodium tetrahydroborate; In tetrahydrofuran; at 0℃; for 1h; General procedure: A flask was charged with t-butyl (3aR,6aS)-5-oxohexahydrocyclopenta[c]pyrrole-2(lH)- carboxylate (1.00 g, 4.44 mmol, 1.00 equiv) and MeOH (15 mL). Sodium borohydride (0.507 g, 13.4 mmol, 3.00 equiv) was added at 0 C. The resulting solution was stirred for 2 h at room temperature and quenched with water (20 mL). The resulting solution was extracted with DCM (3 x 30 mL) and the organic layers were combined, washed with brine (1 x 50 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to provide 0.950 g (94% yield) of t-butyl tra5-5-hydroxyhexahydrocyclopenta[c]pyrrole-2(lH)-carboxylate as a yellow oil. LCMS (ESI, m/z): 228 [M+H]+.
 

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[ 790667-91-3 ]

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Related Parent Nucleus of
[ 790667-91-3 ]

Piperidines

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