Hydrochloric Acid → HCID 69656099, compound

HRID 1823331Notes

Reaction equation

HRID 1823331 reaction equation
C(OC([NH:8][C@@H:9]([C@H:25]([O:27][CH3:28])[CH3:26])[CH2:10][S:11]([CH2:14][C:15]1[CH:16]=[N:17][C:18]2[C:23]([CH:24]=1)=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:13])=[O:12])=O)(C)(C)C.[ClH:29]>O1CCOCC1>[ClH:29].[ClH:29].[NH2:8][C@@H:9]([C@H:25]([O:27][CH3:28])[CH3:26])[CH2:10][S:11]([CH2:14][C:15]1[CH:16]=[N:17][C:18]2[C:23]([CH:24]=1)=[CH:22][CH:21]=[CH:20][CH:19]=2)(=[O:12])=[O:13]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11395709HCID 11395709, compound

Product 1

HCID 69656099HCID 69656099, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A stirred solution of (2S,3R)-2-(N-t-butoxycarbonylamino)-3-methoxy-1-(3-quinolylmethanesulfonyl)butane (1 g) in MDC (10 ml) at rt was treated with 4M hydrogen chloride in dioxan (10 ml). After 1 h the mixture was evaporated to give the subtitle compound (0.93 g). MS (APCI+ve ion) 309 (MH+), 1H NMR δ(DMSO-d6) 9.04 (1H, m), 8.71 (1H, s), 8.3 (3H, broad s), 8.2 (2H, m), 7.91 (1H, t, J=8 Hz), 7.78 (1H, t, J=8 Hz), 5.08 (2H, m), 3.3–3.88 (4H, m), 3.31 (3H,s), 1.7 (2H, m), 1.19 (3H, d,J=6.3 Hz),

Workup

  1. customAfter 1 h the mixture was evaporated

Sources & evidence

ORD record
ord-3d67e53e578e438394bdb16fc5fdab5f
Source dataset
uspto-grants-2006_05
Patent number
US07038055B2

Reaction notes

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