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[ CAS No. 505-54-4 ] {[proInfo.proName]}

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Chemical Structure| 505-54-4
Chemical Structure| 505-54-4
Structure of 505-54-4 * Storage: {[proInfo.prStorage]}

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Quality Control of [ 505-54-4 ]

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Product Details of [ 505-54-4 ]

CAS No. :505-54-4 MDL No. :MFCD00002746
Formula : C16H30O4 Boiling Point : -
Linear Structure Formula :- InChI Key :QQHJDPROMQRDLA-UHFFFAOYSA-N
M.W : 286.41 Pubchem ID :10459
Synonyms :
HDA;Thapsic Acid;α,ω-Hexadecanedioic Acid;1,16-Hexadecanedioic Acid;1,16-Hexadecadioic Acid;NSC 15164

Safety of [ 505-54-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 505-54-4 ]

* 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 [ 505-54-4 ]

[ 505-54-4 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 688763-60-2 ]
  • [ 505-54-4 ]
  • [ 71989-23-6 ]
  • [ 95753-55-2 ]
  • (S)-2-[(S)-3-Carbamoyl-2-(15-{(1S,2S)-1-[(S)-1-carbamoyl-2-(4-nitro-phenyl)-ethylcarbamoyl]-2-methyl-butylcarbamoyl}-pentadecanoylamino)-propionylamino]-3-phenyl-propionic acid [ No CAS ]
  • 2
  • [ 25077-25-2 ]
  • [ 505-54-4 ]
  • 3
  • [ 3788-56-5 ]
  • [ 505-54-4 ]
  • 4
  • [ 505-54-4 ]
  • [ 104091-08-9 ]
  • [ 133464-46-7 ]
  • (S)-6-[(Diphenyl-p-tolyl-methyl)-amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-hexanoic acid [ No CAS ]
  • Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine [ No CAS ]
  • C56H102N20O14 [ No CAS ]
YieldReaction ConditionsOperation in experiment
CycK(DE-Hdd)R4E (i.e. CycK(e-Hdd)R4E) was synthesized on Wang resin with a loading of 0.22 mmol/g. Fmoc-Glu(OAll)-OH (4 eq.) was loaded onto the resin (200 mg 44 muiotaetaomicron, 1 eq.) via Mitsunobo reaction employing triphenylphosphine (4 eq.) and diisopropylazodicarboxylate (4 eq.) in THF. The reaction was left to proceed for 2 h at RT on a shaker. Fmoc was removed by incubation in 20 % piperidine/NMP for 2 x 10 min. Arginine was coupled via Fmoc-Arg(Pbf)-OH (10 eq.) with HBTU (9.8 eq.) and DIPEA (20 eq.) in NMP for 30 min at RT and Fmoc was removed by incubation in 20 % piperidine/NMP unless noted otherwise. This procedure was repeated 3 times. Fmoc-Lys(Mtt)-OH (2 eq.) was coupled with COMU (1.8 eq.) and DIPEA (4 eq.) in NMP overnight. Fmoc was removed and OA11 was removed by incubation with Tetrakis(triphenylphosphine)palladium(0) (20 mg/100 muetaiotaomicron peptide) and dimethylaminoboran (100 mg/100 muetaiotaomicron peptide) in DCM for 20 min. Resin was washed with 10 % ethanolamine/DCM for 5 min twice followed by washes with DCM, MeOH, DCM and NMP. N-terminal to glutamic acid side chain cyclisation was carried out with 5 eq. PyAOP (521 g/mol) and 7.5 eq. of DIPEA (Triethylamin for cyclisation in solution) in NMP for 1 h. Side chain protection group Mtt was removed by incubation with 3.5 % TCA/DCM twice (yellow colour of resin and solution) followed by incubation with 3.5% TCA/2.5% TIS/DCM for 2h. Fmoc-D-Glu(OtBu) (2 eq.) was coupled with COMU (1.8 eq.) and DIPEA (4 eq.). Fmoc was removed and hexadecanedioic acid (1.2 eq.) was coupled with COMU (1 eq.).
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