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Chemical Structure| 34079-31-7 Chemical Structure| 34079-31-7

Structure of 34079-31-7

Chemical Structure| 34079-31-7

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Product Details of [ 34079-31-7 ]

CAS No. :34079-31-7
Formula : C13H16N2O3
M.W : 248.28
SMILES Code : O=C(N1[C@H](C(N)=O)CCC1)OCC2=CC=CC=C2
MDL No. :MFCD00020830
InChI Key :ZCGHEBMEQXMRQL-NSHDSACASA-N
Pubchem ID :6950961

Safety of [ 34079-31-7 ]

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

Application In Synthesis of [ 34079-31-7 ]

* 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.

  • Upstream synthesis route of [ 34079-31-7 ]
  • Downstream synthetic route of [ 34079-31-7 ]

[ 34079-31-7 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 34079-31-7 ]
  • [ 119020-03-0 ]
YieldReaction ConditionsOperation in experiment
74%
Stage #1: With borane In tetrahydrofuran at 0℃; for 7 h; Heating / reflux
Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 6 h; Heating / reflux
Stage #3: With sodium hydroxide In tetrahydrofuran; water
A typical procedure for the reduction is as follows: starting with a solution of (S)-2-carbamoyl-l-7V-CBz-pyrrolidine (0.5g, 2mmol) in THF (10ml), borane BH3 (12ml, 12mmol, 1 .OM THF solution) was added slowly at 0°C under N2. The resulting solution was heated to reflux for 7 hours, then cooled to 0°C, followed by slow addition of 4.5mL of 12N HC1 to destroy the B-N complex. The mixture was heated to reflux for 6 hours, cooled to roomed temperature (RT), then was neutralized to ph8 by a WNaOH aqueous solution. After THF and water were removed under reduced pressure, the crude product was purified by use offlash silica gel column chromatography (1/10 = MeOH/CHzC^) to afford a clear, slightlyyellow oil in 74percent yield (348mg).
References: [1] Chemistry - A European Journal, 2006, vol. 12, # 16, p. 4321 - 4332.
[2] Patent: WO2006/7586, 2006, A1, . Location in patent: Page/Page column 31-32.
 

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