Ammonium → 2-tert-butoxycarbonyloxy-4-[3-(1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-3-hydroxy-prop-1-ynyl]-5-fluoro-indole-1-carboxylic acid tert-butyl ester

HRID 106560Notes

Reaction equation

HRID 106560 reaction equation
[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[c:9]([O:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[cH:10][c:11]2[c:12]([I:18])[c:13]([F:17])[cH:14][cH:15][c:16]12.[C:27]([CH3:28])([CH3:29])([CH3:30])[O:31][C:32](=[O:33])[n:34]1[c:35]([CH:39]([C:40]#[CH:41])[OH:42])[cH:36][cH:37][cH:38]1.[CH2:45]1[O:46][CH2:47][CH2:48][CH2:49]1.[CH3:50][CH2:51][N:52]([CH2:53][CH3:54])[CH2:55][CH3:56].[Cl-:43].[Cu:57][I:58].[NH4+:44]>>[C:1]([CH3:2])([CH3:3])([CH3:4])[O:5][C:6](=[O:7])[n:8]1[c:9]([O:19][C:20](=[O:21])[O:22][C:23]([CH3:24])([CH3:25])[CH3:26])[cH:10][c:11]2[c:12]([C:41]#[C:40][CH:39]([c:35]3[n:34]([C:32]([O:31][C:27]([CH3:28])([CH3:29])[CH3:30])=[O:33])[cH:38][cH:37][cH:36]3)[OH:42])[c:13]([F:17])[cH:14][cH:15][c:16]12

Participants

8

Reactant 7

HCID 223AmmoniumHCID 312ChlorideHCID 8028TetrahydrofuranHCID 8471TriethylamineHCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 102058642-Tert-butoxycarbonyloxy-5-fluoro-4-iodo-indole-1-carboxylic acid tert-butyl esterHCID 112530122-(1-Hydroxy-prop-2-ynyl)-pyrrole-1-carboxylic acid tert-butyl ester

Product 1

HCID 102100552-tert-butoxycarbonyloxy-4-[3-(1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-3-hydroxy-prop-1-ynyl]-5-fluoro-indole-1-carboxylic acid tert-butyl ester

Sources & evidence

ORD record
ord-0295f206d7fe4274a4289491769e91fc
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (2/10)

Reaction notes

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