Triphenylphosphine → HCID 137331242, compound

HRID 506660Notes

Reaction equation

HRID 506660 reaction equation
[CH3:1][SiH:2]([CH3:26])[O:3][CH:4]([C:20]([CH3:25])([CH3:24])[CH:21]([CH3:23])[CH3:22])[C@H:5]1[N:10]2[C:11]3[CH:12]=[CH:13][C:14]([OH:18])=[CH:15][C:16]=3[CH:17]=[C:9]2[C:8](=[O:19])[NH:7][CH2:6]1.[CH:27]([N:30]1[CH2:35][CH2:34][CH:33](O)[CH2:32][CH2:31]1)([CH3:29])[CH3:28].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(OC(N=NC(OC(C)(C)C)=O)=O)(C)(C)C>>[CH3:1][SiH:2]([CH3:26])[O:3][CH:4]([C:20]([CH3:24])([CH3:25])[CH:21]([CH3:22])[CH3:23])[C@H:5]1[N:10]2[C:11]3[CH:12]=[CH:13][C:14]([O:18][CH:33]4[CH2:34][CH2:35][N:30]([CH:27]([CH3:29])[CH3:28])[CH2:31][CH2:32]4)=[CH:15][C:16]=3[CH:17]=[C:9]2[C:8](=[O:19])[NH:7][CH2:6]1

Participants

5

Reactant 4

HCID 11776TriphenylphosphineHCID 796811-Isopropylpiperidin-4-olHCID 97268Di-tert-butyl azodicarboxylateHCID 137331252HCID 137331252, compound

Product 1

HCID 137331242HCID 137331242, compoundYield 40%

Procedure

The title compound was synthesized in analogy to example 1, from (S)-4-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-8-hydroxy-3,4-dihydro-2H-pyrazino[1,2-a]indol-1-one, 1-isopropyl-piperidin-4-ol (commercially available), triphenylphosphine and di-tert-butyl-azodicarboxylate, to give the desired product as a light yellow foam (40%).

Sources & evidence

ORD record
ord-e1b86e2b52f044219752b5dc1130de0f
Source dataset
uspto-grants-2010_08
Patent number
US07786109B2

Reaction notes

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