Hydrochloric Acid → HCID 18660717, compound

HRID 963577Notes

Reaction equation

HRID 963577 reaction equation
C(OC([NH:8][C@@H:9]([CH2:37][C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[CH2:10][C@H:11]([OH:36])[C@@H:12]([NH:20][C:21](=[O:35])[C@H:22]([CH:32]([CH3:34])[CH3:33])[NH:23][O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=O)(C)(C)C.[ClH:44]>O1CCOCC1>[ClH:44].[NH2:8][C@@H:9]([CH2:37][C:38]1[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=1)[CH2:10][C@H:11]([OH:36])[C@@H:12]([NH:20][C:21](=[O:35])[C@H:22]([CH:32]([CH3:34])[CH3:33])[NH:23][O:24][CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=1)[CH2:13][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18660719HCID 18660719, compound

Product 1

HCID 18660717HCID 18660717, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The compound (2S,3S,5S)-5-amino-2-[N-(N-(2-pyridinyl-methoxy)valinyl)amino]-1,6-diphenyl-3-hydroxy hexane hydrochloride salt (LL-74A) was prepared from LL-74. The compound (2S,3S,5S)-5-[N-(tert-butyloxycarbonyl)amino]-2-[N-(N-(2-pyridinylmethoxy)valinyl)amino]-1,6-diphenyl-3-hydroxy hexane (LL-74, 108 mg, 0.183 mmol) was dissolved in 4.0M solution of HCl in dioxane (20 ml), and stirred at room temperature for 30 min. after which solvents were evaporated. The evaporation was repeated 3 times with ethyl ether (10 ml) and finally dried under vacuum. This compound (LL-74A) was used in next step without further purification. TLC [Rf =0.35 (chloroform:methanol, 8:2)]; HPLC (rt=12.6 min.); MS m/z 505 (M+H)+.

Workup

  1. customwere evaporated
  2. customThe evaporation
  3. customfinally dried under vacuum
  4. customThis compound (LL-74A) was used in next step without further purification
  5. customHPLC (rt=12.6 min.)

Sources & evidence

ORD record
ord-5e2cd269c8e74ac0903692258c0a7bf8
Source dataset
uspto-grants-1998_06
Patent number
US05763464

Reaction notes

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