HCID 10575772, compound → HCID 10784476, compound

HRID 2396759Notes

Reaction equation

HRID 2396759 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@@H:2]([C:15]([NH:17][C@@H:18]([C:23]([O:25][CH3:26])=[O:24])[CH2:19][CH2:20][CH2:21][CH3:22])=[O:16])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[C:13]#[N:14]>C(O)=O>[NH2:1][C@@H:2]([C:15]([NH:17][C@@H:18]([C:23]([O:25][CH3:26])=[O:24])[CH2:19][CH2:20][CH2:21][CH3:22])=[O:16])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][C:5]=1[C:13]#[N:14]

Participants

3

Reactant 1

HCID 10575772HCID 10575772, compound

Product 1

HCID 10784476HCID 10784476, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of Boc-DTrp(2-CN)-DNle-OMe (52 mg, prepared in Example (2-b)) in formic acid (5 mL) was stirred at room temperature for 1 h, and then evaporated. The residue was dissolved in ethyl acetate (60 mL) and the solution was washed with sat. aq. NaHCO3 (30 mL) and brine (30 mL), dried over MgSO4 and evaporated under reduced pressure to give the product (40 mg).

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in ethyl acetate (60 mL)
  3. washthe solution was washed with sat. aq. NaHCO3 (30 mL) and brine (30 mL)
  4. dry with materialdried over MgSO4
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-9bfdfd9ab41e4884a9f24e22bed26735
Source dataset
uspto-grants-1996_02
Patent number
US05494897

Reaction notes

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