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Chemical Structure| 99953-00-1 Chemical Structure| 99953-00-1

Structure of Boc-Tyr(2,6-DiMe)-OH
CAS No.: 99953-00-1

Chemical Structure| 99953-00-1

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Product Details of [ 99953-00-1 ]

CAS No. :99953-00-1
Formula : C16H23NO5
M.W : 309.36
SMILES Code : O=C(O)[C@@H](NC(OC(C)(C)C)=O)CC1=C(C)C=C(O)C=C1C
MDL No. :MFCD01860643
InChI Key :QSKQZXRPUXGSLR-ZDUSSCGKSA-N
Pubchem ID :13656657

Safety of [ 99953-00-1 ]

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

Application In Synthesis of [ 99953-00-1 ]

* 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 [ 99953-00-1 ]

[ 99953-00-1 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 99953-00-1 ]
  • [ 104091-08-9 ]
  • [ 76-05-1 ]
  • [ 171859-74-8 ]
  • (R)-4-({2-[(S)-2-Amino-3-(4-hydroxy-2,6-dimethyl-phenyl)-propionyl]-1,2,3,4-tetrahydro-isoquinoline-3-carbonyl}-amino)-4-carbamoyl-butyric acid; compound with trifluoro-acetic acid [ No CAS ]
  • 2
  • Boc-Aba-Gly [ No CAS ]
  • [ 13734-31-1 ]
  • [ 99953-00-1 ]
  • [ 1345697-93-9 ]
  • 3
  • [ 35899-89-9 ]
  • 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl [ No CAS ]
  • [ 35661-40-6 ]
  • [ 99953-00-1 ]
  • [ 198561-07-8 ]
  • [ 1558028-95-7 ]
  • 4
  • [ 20379-59-3 ]
  • 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl [ No CAS ]
  • [ 35661-40-6 ]
  • [ 99953-00-1 ]
  • [ 198561-07-8 ]
  • [ 1558028-96-8 ]
  • 5
  • 2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl [ No CAS ]
  • [ 35661-40-6 ]
  • [ 99953-00-1 ]
  • [ 198561-07-8 ]
  • [ 1558028-91-3 ]
  • 6
  • [ 29022-11-5 ]
  • [ 99953-00-1 ]
  • Fmoc-D-arginine [ No CAS ]
  • [ 210282-31-8 ]
  • C33H46IN8O7Pol [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: Peptide amides were synthesized on Rink Amide resin following Fmoc-based solid-phase peptide synthesis (SPPS) standard protocols in a polypropylene syringe with polyethylene frit using SPPS grade CH2Cl2 or DMF. Fmoc-protected amino acids (3 eq) were mixed with HBTU (3 eq) and DIPEA (3 eq) in DMF and added to the swollen resin beads. The mixture was shaken for 120 mins and washed with DMF (3x), iPrOH (3x) and DCM (3x). Complete coupling was checked by Kaiser ninhydrine test. If complete, the Fmoc protecting group was removed by treatment with 20% 4-methylpiperidine in DMF for 5 min, followed by 15 min and washed. The final amino acid, Boc-Dmt-OH (2 eq) was coupled with DIC (2 eq) and HOBt (2 eq). After assembling of the peptide on solid phase, the peptide was submitted to solid-phase Suzuki-Miyaura derivatization for the (hetero)aryl substituted tetrapeptides. For vinylated peptides, it was found that acidic cleavage of vinylated peptides on resin afforded several unwanted side products. This could be avoided by first performing the peptide cleavage and next a solution-phase Suzuki-Miyaura coupling. This strategy was chosen for the assembly of vinylated tetrapeptides.
  • 7
  • [ 29022-11-5 ]
  • [ 99953-00-1 ]
  • Fmoc-D-arginine [ No CAS ]
  • [ 210282-31-8 ]
  • C28H39IN8O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: Peptide amides were synthesized on Rink Amide resin following Fmoc-based solid-phase peptide synthesis (SPPS) standard protocols in a polypropylene syringe with polyethylene frit using SPPS grade CH2Cl2 or DMF. Fmoc-protected amino acids (3 eq) were mixed with HBTU (3 eq) and DIPEA (3 eq) in DMF and added to the swollen resin beads. The mixture was shaken for 120 mins and washed with DMF (3x), iPrOH (3x) and DCM (3x). Complete coupling was checked by Kaiser ninhydrine test. If complete, the Fmoc protecting group was removed by treatment with 20% 4-methylpiperidine in DMF for 5 min, followed by 15 min and washed. The final amino acid, Boc-Dmt-OH (2 eq) was coupled with DIC (2 eq) and HOBt (2 eq). After assembling of the peptide on solid phase, the peptide was submitted to solid-phase Suzuki-Miyaura derivatization for the (hetero)aryl substituted tetrapeptides. For vinylated peptides, it was found that acidic cleavage of vinylated peptides on resin afforded several unwanted side products. This could be avoided by first performing the peptide cleavage and next a solution-phase Suzuki-Miyaura coupling. This strategy was chosen for the assembly of vinylated tetrapeptides.
 

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