HCID 57085624, compound → HCID 13312541, compound

HRID 851724Notes

Reaction equation

HRID 851724 reaction equation
N(C(OC(C)(C)C)=O)[C@H:2]([C:8]([NH:10][C@H:11]([C:15]([NH:17][C@H:18]([C:23]([NH2:25])=[O:24])[CH2:19][CH2:20][S:21][CH3:22])=[O:16])[CH2:12][CH2:13][CH3:14])=[O:9])[CH2:3][CH2:4][C:5](=[O:7])[NH2:6]>C(O)=O>[NH:6]1[C:5](=[O:7])[CH2:4][CH2:3][C@H:2]1[C:8]([NH:10][C@H:11]([C:15]([NH:17][C@H:18]([C:23]([NH2:25])=[O:24])[CH2:19][CH2:20][S:21][CH3:22])=[O:16])[CH2:12][CH2:13][CH3:14])=[O:9]

Participants

3

Reactant 1

HCID 57085624HCID 57085624, compound

Product 1

HCID 13312541HCID 13312541, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

3.8 g (8 mmoles) of BOC-Gln-Nva-Met-NH2 are dissolved in 100 ml of a 98% formic acid, the solution is allowed to stand at room temperature for 2 hours, and then evaporated in vacuo. The oily residue is dissolved in 50 ml of acetic acid, the solution is boiled for 2 minutes, and then evaporated in vacuo. The gelly residue is triturated with ether to obtain 2.8 g (98%) of Glp-Nva-Met-NH2 ; m.p.: 249°-250° C. (decomposition), Rf5 =0.58, [α]D25 =-48.4° (c=1%, in acetic acid).

Workup

  1. customevaporated in vacuo
  2. dissolutionThe oily residue is dissolved in 50 ml of acetic acid
  3. waitthe solution is boiled for 2 minutes
  4. customevaporated in vacuo
  5. customThe gelly residue is triturated with ether

Sources & evidence

ORD record
ord-047c4d2521644738800099c9974e3d91
Source dataset
uspto-grants-1983_05
Patent number
US04386073

Reaction notes

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