Hydrazine hydrate (1:1) → HCID 86735591, compound

HRID 1679789Notes

Reaction equation

HRID 1679789 reaction equation
CO[C:3](=[O:34])[CH2:4][NH:5][C:6](=[O:33])[C@H:7]([CH3:32])[NH:8][C:9](=[O:31])[CH2:10][NH:11][C:12](=[O:30])[CH2:13][NH:14][C:15](=[O:29])[C@H:16]([CH2:25][CH:26]([CH3:28])[CH3:27])[NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19].O.[NH2:36][NH2:37]>CO>[C:21]([O:20][C:18]([NH:17][C@H:16]([C:15]([NH:14][CH2:13][C:12]([NH:11][CH2:10][C:9]([NH:8][C@H:7]([C:6]([NH:5][CH2:4][C:3]([NH:36][NH2:37])=[O:34])=[O:33])[CH3:32])=[O:31])=[O:30])=[O:29])[CH2:25][CH:26]([CH3:28])[CH3:27])=[O:19])([CH3:24])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86735592HCID 86735592, compound

Product 1

HCID 86735591HCID 86735591, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of Boc-Leu-Gly-Gly-Ala-Gly-OMe (2.0 g, 4 mmole, described in Example 10) and hydrazine hydrate (4.12 ml, 80 mmole) in methanol (50 ml) is stirred at 0° C for 4 hr. The solution is concentrated to 4 ml and added to diethyl ether (200 ml). The precipitate is collected, dissolved in methanol (4 ml) and added to diethyl ether (200 ml). The precipitate is collected and dried to give the title compound; mp 174° - 176.5° C; [α]D24 = -12.0° (c = 1, dimethylformamide).

Workup

  1. concentrationThe solution is concentrated to 4 ml
  2. additionadded to diethyl ether (200 ml)
  3. customThe precipitate is collected
  4. dissolutiondissolved in methanol (4 ml)
  5. additionadded to diethyl ether (200 ml)
  6. customThe precipitate is collected
  7. customdried

Sources & evidence

ORD record
ord-1da9ee6a06c4468290c50fe05b06954c
Source dataset
uspto-grants-1978_03
Patent number
US04081530

Reaction notes

Loading…