Water → HCID 11699091, compound

HRID 1446021Notes

Reaction equation

HRID 1446021 reaction equation
[CH3:1][C:2]([O:4][C@H:5]1[C:14]2[C@@:15]3([CH3:30])[C@@H:26]([CH2:27][O:28][CH3:29])[O:25][C:23](=[O:24])[C:17]4=[CH:18][O:19][C:20]([C:21](=[O:22])[C:13]=2[C@@H:8]2[CH2:9][CH2:10][C@H:11]([OH:12])[C@@:7]2([CH3:31])[CH2:6]1)=[C:16]34)=[O:3].Cl.[NH2:33][CH2:34][CH2:35][SH:36].C(N(CC)CC)C.O>C(Cl)Cl>[C:2]([O:4][C@H:5]1[C:14]2[C@:15]3([CH3:30])[C:16](/[C:17](=[CH:18]/[NH:33][CH2:34][CH2:35][SH:36])/[C:23](=[O:24])[O:25][C@@H:26]3[CH2:27][O:28][CH3:29])=[C:20]([OH:19])[C:21](=[O:22])[C:13]=2[CH:8]2[C@@:7]([CH3:31])([C@@H:11]([OH:12])[CH2:10][CH2:9]2)[CH2:6]1)(=[O:3])[CH3:1]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 9082Cysteamine HydrochlorideHCID 986734017beta-Hydroxy wortmannin

Product 1

HCID 11699091HCID 11699091, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 100 mg (0.23 mmol) 17-hydroxywortmannin in 2 mL CH2Cl2 is added 32 mg (0.278 mmol) 2-amino-ethanethiol hydrochloride and triethylamine (45 μL, 0.325 mmol). The reaction mixture is stirred at room temperature for 4 h. Water is added and the CH2Cl2 is removed, filtered through a plug of Kimwipe tissue and concentrated in vacuo to give a yellow foam. MS (ESI) m/z 508.5 (M+1).

Workup

  1. customthe CH2Cl2 is removed
  2. filtrationfiltered through a plug of Kimwipe tissue
  3. concentrationconcentrated in vacuo
  4. customto give a yellow foam

Sources & evidence

ORD record
ord-f2569885dfaa4b67b137308cc8c0dc08
Source dataset
uspto-grants-2010_02
Patent number
US07666901B2

Reaction notes

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