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Chemical Structure| 1120-07-6 Chemical Structure| 1120-07-6

Structure of 1120-07-6

Chemical Structure| 1120-07-6

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Product Details of [ 1120-07-6 ]

CAS No. :1120-07-6
Formula : C9H19NO
M.W : 157.25
SMILES Code : CCCCCCCCC(N)=O
MDL No. :MFCD00025540

Safety of [ 1120-07-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P264-P270-P301+P312-P330-P501

Application In Synthesis of [ 1120-07-6 ]

* 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 [ 1120-07-6 ]

[ 1120-07-6 ] Synthesis Path-Downstream   1~1

  • 1
  • (2S)-4-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino]-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]butanoic acid [ No CAS ]
  • [ 1120-07-6 ]
  • [ 35661-60-0 ]
  • [ 71989-35-0 ]
  • [ 86123-10-6 ]
  • [ 125238-99-5 ]
  • [ 204316-32-5 ]
  • C106H160N16O24 [ No CAS ]
YieldReaction ConditionsOperation in experiment
The peptide chain was elongated on CTC resin commencing with Fmoc-Thr(OtBu)-OH [to CTC Resin (0.5 mmol, 0.5 g, 1.0 mmol/g) and Fmoc-Thr(OtBu)-OH (200 mg, 0.5 mmol, 1 eq) in DCM (5.0 mL), was added DIPEA (4 eq) and the reaction was mixed for 2 hours. MeOH(0.5 mL) was added and the reaction was capped and mixed for 30 minutes]. 20% piperidine in DMF was used for de-blocking and the desired amino acid sequence was constructed using HATU (2.85 eq) and DIPEA (6 eq) in DMF (2 mL) to afford nonanamideDab(Dde)-Thr(OtBu)Dab(Boc)-Dab(Alloc)-Dab(Dde)-[D-Phe]-Leu-Dab(Dde)-O-CTC-resin. At this point the resin was treated with Pd(PPh3)2C12 (0.1 eq) and PhSiH3 (10 eq) in DCM followed by resin washingwith DMF and MeOH to effect alloc deprotection and dried under nitrogen overnight. The peptide was further elongated as above with the required remaining amino acids. The peptide was cleaved from the resin with 1 %TFA/DCM (2 x 5 mL) for 2 minutes and adjusted to pH=7 with DIPEA in DCM. TBTU (2 eq) and HOBt (2 eq) were added followed by DIPEA (2 eq), and the mixture was stirred for 1 hour to effect cyclisation. The reaction was washed with 5%aqueous HCI and concentrated in vacuo to afford NonanamideDab(Dde)-Thr(OH)-Dab(Boc)The crude peptide was treated with 95%TFA/2.5%H20/2.5%TIS (5 mL) at room temperature and stirred for 30 minutes. The reaction was precipitated with cold isopropyl ether (50 mL) and centrifuged (3 mm at 3000 rpm). The crude peptide was washed with isopropyl ether (2 x 50 mL), centrifuged, and purifiedusing Preparative HPLC (Mobile phase A: 0.1% TFA in H20, B: H20) followed by lyophilisation to afford the scaffold without the linker. To a solution of the peptide in DCM, was added BocAhx-Ahx-OH (1.2 eq) and HBTU (1.2 eq) followed by DIPEA (2 eq) and the reaction was stirred for 30 minutes at room temperature. The reaction was washed twice with 5% HCI (aq) and concentrated in vacuo. The residue was treated with 20% TFAIDCM for 20 minutes andconcentrated in vacuo. The residue was purified using preparative HPLC (Mobile phase A:0.1% TFA in H20, B: H20) and lyophilised to afford the title compound.Rt = 8.2-9.3 minutes, ES+ MS mlz 1043.7 [M+2H]/2 and 696.3 [M+3H]/3; theoretical mass:2086.6
 

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