Hydrochloric Acid → HCID 178447297, compound

HRID 1609216Notes

Reaction equation

HRID 1609216 reaction equation
[CH2:1]([O:8][C:9]([C@@H:11]([N:27]([C:65](=[O:70])[CH2:66][CH2:67][CH2:68][CH3:69])[CH2:28][C:29]1[CH:34]=[CH:33][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[C:41]2[N:45](C(C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)[N:44]=[N:43][N:42]=2)=[CH:31][CH:30]=1)[CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl>O1CCOCC1>[CH2:1]([O:8][C:9]([C@@H:11]([N:27]([C:65](=[O:70])[CH2:66][CH2:67][CH2:68][CH3:69])[CH2:28][C:29]1[CH:30]=[CH:31][C:32]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=2[C:41]2[NH:45][N:44]=[N:43][N:42]=2)=[CH:33][CH:34]=1)[CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 53743944HCID 53743944, compound

Product 1

HCID 178447297HCID 178447297, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1.07 g of (S)-N-(1-benzyloxycarbonyl-5-benzyloxycarbonylamino-pent-1-yl)-N-pentanoyl-N-[2'-(1-triphenylmethyl-1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amine are dissolved in 15 ml of dioxane. This solution is treated with 1.5 ml of a solution of hydrogen chloride in dioxane (7 N), the mixture is stirred for 4.5 hours at 40° and then evaporated, and the residue is purified by means of flash-chromatography (200 g of silica gel; system N6). The (S)-N-(1-benzyloxycarbonyl-5-benzyloxycarbonylamino-pent-1-yl)-N-pentanoyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amine [Rf : 0.42 (system N7)] is thus obtained.

Workup

  1. customevaporated
  2. customthe residue is purified by means of flash-chromatography (200 g of silica gel; system N6)

Sources & evidence

ORD record
ord-96cd985d34b44a6c9d3f0fc9f5a6da80
Source dataset
uspto-grants-1995_03
Patent number
US05399578

Reaction notes

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