4-Iodobenzenesulfonyl chloride → HCID 70114191, compound

HRID 1531322Notes

Reaction equation

HRID 1531322 reaction equation
I[C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]([NH2:26])([CH2:16][C:17]#[C:18][CH2:19][N:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)[C:12]([O:14]C)=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(N[C:32](=O)[O-:33])(C)(C)C.[CH:35]1[C:40](S(Cl)(=O)=O)=[CH:39][CH:38]=[C:37](I)[CH:36]=1>>[CH3:32][O:33][C:40]1[CH:39]=[CH:38][C:37]([C:2]2[CH:7]=[CH:6][C:5]([S:8]([C:11]([NH2:26])([CH2:16][C:17]#[C:18][CH2:19][N:20]3[CH2:25][CH2:24][O:23][CH2:22][CH2:21]3)[C:12]([OH:14])=[O:13])(=[O:10])=[O:9])=[CH:4][CH:3]=2)=[CH:36][CH:35]=1

Participants

4

Reactant 3

HCID 73994-Iodobenzenesulfonyl chlorideHCID 21252905Tert-butylcarbamateHCID 70126287HCID 70126287, compound

Product 1

HCID 70114191HCID 70114191, compound

Procedure

Methyl 2-(4-iodophenylsulfonyl)-amino-6-morpholinohex-4-ynoate: The starting t-butyl-carbamate 31a (6.10 g, 18.7 mmol) is deprotected and coupled with pipsyl chloride (5.11 g, 16.84 mmol) as described for compound 31b to give the title compound as a pale yellow tar.

Sources & evidence

ORD record
ord-a5122949ff5e4173b7fa89a3517b1324
Source dataset
uspto-grants-2001_03
Patent number
US06197770B1

Reaction notes

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