[ CAS No. 71989-14-5 ]

{[proInfo.proName]}
Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 71989-14-5
Chemical Structure| 71989-14-5
Structure of 71989-14-5

Quality Control of [ 71989-14-5 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 71989-14-5 ]

SDS

Product Details of [ 71989-14-5 ]

CAS No. :71989-14-5MDL No. :MFCD00037131
Formula :C23H25NO6Boiling Point :620.8°C at 760 mmHg
Linear Structure Formula :HOCOCHNHCOOCH2C13H9CH2COOC(CH3)3InChI Key :FODJWPHPWBKDON-IBGZPJMESA-N
M.W :411.45Pubchem ID :2724635
Synonyms :

Computed Properties of [ 71989-14-5 ]

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

Safety of [ 71989-14-5 ]

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 of [ 71989-14-5 ]

  • Upstream synthesis route of [ 71989-14-5 ]
  • Downstream synthetic route of [ 71989-14-5 ]

[ 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
Related Products
Historical Records

Related Functional Groups of
[ 71989-14-5 ]

Amino Acid Derivatives

Chemical Structure| 134098-70-7

[ 134098-70-7 ]

Fmoc-D-Asp-OtBu

Similarity: 0.99

Chemical Structure| 112883-39-3

[ 112883-39-3 ]

Fmoc-D-Asp(OtBu)-OH

Similarity: 0.97

Chemical Structure| 117014-32-1

[ 117014-32-1 ]

Boc-Asp(Ofm)-OH

Similarity: 0.97

Chemical Structure| 129460-09-9

[ 129460-09-9 ]

Fmoc-Asp-OtBu

Similarity: 0.96

Chemical Structure| 180675-08-5

[ 180675-08-5 ]

Fmoc-Asp(OMpe)-OH

Similarity: 0.96

Pharmaceutical Intermediates of
[ 71989-14-5 ]

Daptomycin Related Intermediates

Chemical Structure| 29022-11-5

[ 29022-11-5 ]

Fmoc-Gly-OH

Chemical Structure| 73731-37-0

[ 73731-37-0 ]

Fmoc-Thr-OH

Chemical Structure| 128107-47-1

[ 128107-47-1 ]

Fmoc-D-Ser(tBu)-OH

Chemical Structure| 144120-53-6

[ 144120-53-6 ]

Fmoc-Asp-OAll

Chemical Structure| 79990-15-1

[ 79990-15-1 ]

Fmoc-D-Ala-OH