HCID 10529814, compound → HCID 10597882, compound

HRID 2396760Notes

Reaction equation

HRID 2396760 reaction equation
[NH:1](C(OC(C)(C)C)=O)[C@@H:2]([C:15]([NH:17][C@@H:18]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19][C:20](=[O:23])[O: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:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:19][C:20](=[O:23])[O: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 10529814HCID 10529814, compound

Product 1

HCID 10597882HCID 10597882, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of Boc-DTrp(2-CN)-DAsp(OMe)-OtBu (78 mg, prepared in Example (9-a)) in formic acid (3 mL) was stirred at room temperature for 1 h and evaporated under reduced pressure. The residue was dissolved in ethyl acetate (30 mL), and the solution was washed with sat. aq. NaHCO3 (20 mL×2), dried over MgSO4 and evaporated under reduced pressure to give the product (53 mg).

Workup

  1. customevaporated under reduced pressure
  2. dissolutionThe residue was dissolved in ethyl acetate (30 mL)
  3. washthe solution was washed with sat. aq. NaHCO3 (20 mL×2)
  4. dry with materialdried over MgSO4
  5. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-fa72f6237c224f388e2e91ed484ae358
Source dataset
uspto-grants-1996_02
Patent number
US05494897

Reaction notes

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