HCID 69588616, compound → HCID 10397920, compound

HRID 1796855Notes

Reaction equation

HRID 1796855 reaction equation
C(OC([NH:8][C@H:9]([CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH:10]([OH:14])[C:11]([OH:13])=[O:12])=O)(C)(C)C>Cl.O1CCOCC1>[NH2:8][C@H:9]([CH2:15][CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH:10]([OH:14])[C:11]([OH:13])=[O:12]

Participants

4

Reactant 1

HCID 69588616HCID 69588616, compound

Product 1

HCID 10397920HCID 10397920, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of Example 3C (75 mg, 0.25 mmol) in 4M HCl in dioxane (2 mL) at room temperature was stirred for 1 hour, concentrated, then purified by reverse phase HPLC with acetonitrile/water to provide the desired product. MS (ESI) m/e 202 (M+H)+; 1H NMR (300 MHz, DMSO-d6) δ 7.81 (br s, 2H), 4.07 (d, 1H), 3.35 (m, 1H), 1.80–1.67 (m, 5H), 1.57–1.51 (m, 1H), 1.46–1.17 (m, 5H), 1.00–0.90 (m, 2H); Anal. Calcd. for C10H20ClNO3: C, 50.52; H, 8.48; N, 5.89. Found: C, 50.18; H, 8.56; N, 5.67.

Workup

  1. concentrationconcentrated
  2. custompurified by reverse phase HPLC with acetonitrile/water

Sources & evidence

ORD record
ord-8a1924d5f53c4f8185486c32f9b67cc9
Source dataset
uspto-grants-2006_04
Patent number
US07030262B2

Reaction notes

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