[ CAS No. 71989-14-5 ]

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CAS No. 71989-14-5, is a pharmaceutical intermediate of daptomycin related, with a molecular weight of 411.45, molecular formula C23H25NO6, Ambeed provides batches of quality inspection (such as NMR, HPLC/GC) and other test reports.

Quality Control

Purity: {[proInfo.showProBatch.pb_purity]}

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Product Details

CAS No. :71989-14-5MDL No. :MFCD00037131
Formula :C23H25NO6InChI Key :FODJWPHPWBKDON-IBGZPJMESA-N
M.W :411.45Pubchem ID :2724635
Boiling Point :620.8буC at 760 mmHg
Synonyms :

Computed Properties

TPSA : 102 H-Bond Acceptor Count : 6
XLogP3 : 3.5 H-Bond Donor Count : 2
SP3 : 0.35 Rotatable Bond Count : 9

Safety

Signal Word:WarningClassN/A
Precautionary Statements:P261-P305+P351+P338UN#:N/A
Hazard Statements:H315-H319-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis

[ 71989-14-5 ] Synthesis Path-Upstream   1~10

  • 1
  • [ 144120-52-5 ]
  • [ 71989-14-5 ]
YieldReaction ConditionsOperation in experiment
62% With [2-(dicyclohexylphosphino)ethyl]trimethylammonium chloride; phenylsilane In tetrahydrofuran; water at 20℃; for 2.00 h; Inert atmosphere General procedure: A suspension of PdEnCat 30 (Aldrich; 0.4 mmol/g loading, 0.05 equiv) inTHF–H2O (9:1, 5 mL) was bubbled with argon for 10 min.After this time, DCHT (0.15 equiv) and the correspondingallyl ester 1 (1.0 equiv, 70 mg) were added under positivepressure. Finally, PhSiH3 was injected (2.0 equiv), and themixture was allowed to react for 2 h at r.t. under an argonatmosphere. After this time, the reaction was filtered throughCelite and the filtrate was evaporated under reducedpressure. The remaining solid was dissolved with EtOAc (20mL) and washed with H2O (3 × 10 mL) and brine (3 × 10mL). The organic layer was dried (MgSO4) and evaporatedunder vacuum. Purification by solid-phase extraction (C18reverse-phase chromatography, H2O/MeOH) gave purecarboxylic acids 2 (yields shown in Table 1). Purity wasdetermined by HPLC, 1H NMR and 13C NMR analyses. Allthe carboxylic acids are commercially available. Therecorded 1H and 13C NMR spectra of the synthesizedcompounds were consistent with those registered forcommercial samples.
Reference: [1] Synlett, 2014, vol. 25, # 16, p. 2319 - 2322
  • 2
  • [ 82911-69-1 ]
  • [ 3057-74-7 ]
  • [ 71989-14-5 ]
Reference: [1] Synthetic Communications, 2009, vol. 39, # 11, p. 2022 - 2031
[2] Chemical and Pharmaceutical Bulletin, 1996, vol. 44, # 11, p. 2189 - 2191
  • 3
  • [ 88744-04-1 ]
  • [ 3057-74-7 ]
  • [ 71989-14-5 ]
Reference: [1] Synthesis, 1986, # 4, p. 303 - 305
  • 4
  • [ 3057-74-7 ]
  • [ 99503-04-5 ]
  • [ 71989-14-5 ]
Reference: [1] Synthesis, 1987, # 2, p. 166 - 167
  • 5
  • [ 102774-86-7 ]
  • [ 3057-74-7 ]
  • [ 71989-14-5 ]
Reference: [1] Liebigs Annalen der Chemie, 1988, p. 1095 - 1098
  • 6
  • [ 28920-43-6 ]
  • [ 1334631-58-1 ]
  • [ 71989-14-5 ]
Reference: [1] Journal of Organic Chemistry, 2012, vol. 77, # 23, p. 10575 - 10582
  • 7
  • [ 21715-90-2 ]
  • [ 71989-14-5 ]
Reference: [1] Synthesis, 1987, # 2, p. 166 - 167
  • 8
  • [ 99502-89-3 ]
  • [ 71989-14-5 ]
Reference: [1] Synthesis, 1987, # 2, p. 166 - 167
  • 9
  • [ 56-84-8 ]
  • [ 102774-86-7 ]
  • [ 115-11-7 ]
  • [ 71989-14-5 ]
  • [ 129460-17-9 ]
  • [ 129460-09-9 ]
Reference: [1] Synthesis, 1990, # 7, p. 571 - 572
  • 10
  • [ 147221-34-9 ]
  • [ 71989-14-5 ]
Reference: [1] Tetrahedron Letters, 1993, vol. 34, # 2, p. 323 - 326
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