Acetate → 2-Tert-butoxycarbonyl-7-(methylthio)-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indole

HRID 204701Notes

Reaction equation

HRID 204701 reaction equation
[C:20]([CH3:21])([CH3:22])([CH3:23])[O:24][C:25](=[O:26])[N:27]1[CH2:28][CH:29]2[N:30]([c:31]3[cH:32][c:33]([I:38])[cH:34][cH:35][c:36]3[CH2:37]2)[CH2:39][CH2:40]1.[CH2:57]1[O:58][CH2:59][CH2:60][CH2:61]1.[CH3:41][S:42][Sn:43]([CH2:44][CH2:45][CH2:46][CH3:47])([CH2:48][CH2:49][CH2:50][CH3:51])[CH2:52][CH2:53][CH2:54][CH3:55].[O-:63][C:64]([CH3:65])=[O:66].[O-:67][C:68]([CH3:69])=[O:70].[OH2:56].[Pd+2:62].[c:1]1([P:2]([c:3]2[cH:4][cH:5][cH:6][cH:7][cH:8]2)[c:9]2[cH:10][cH:11][cH:12][cH:13][cH:14]2)[cH:15][cH:16][cH:17][cH:18][cH:19]1>>[C:20]([CH3:21])([CH3:22])([CH3:23])[O:24][C:25](=[O:26])[N:27]1[CH2:28][CH:29]2[N:30]([c:31]3[cH:32][c:33]([S:42][CH3:41])[cH:34][cH:35][c:36]3[CH2:37]2)[CH2:39][CH2:40]1

Participants

8

Reactant 7

HCID 175Acetate2×HCID 962WaterHCID 8028TetrahydrofuranHCID 11776TriphenylphosphineHCID 105144Allyl(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)chloropalladium(II)HCID 11110497Methyl Tributylstannyl SulfideHCID 218687132-Tert-butoxycarbonyl-7-iodo-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indole

Product 1

HCID 218687642-Tert-butoxycarbonyl-7-(methylthio)-1,2,3,4,10,10a-hexahydropyrazino[1,2-a]indole

Sources & evidence

ORD record
ord-f14ababc49274debb59504417d7f080d
Source dataset
Training data from https://doi.org/10.1039/C8SC04228D (6/10)

Reaction notes

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