tert-butyl {2-[[(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]-sulfonyl}amino)carbonyl]-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl](methyl)amino]ethyl}methylcarbamate → (7R)-14-cyclohexyl-7-{methyl[2-(methylamino)ethyl]amino}-N-{[methyl(2-oxoethyl)amino]sulfonyl}-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxamide

HRID 1669421Notes

Reaction equation

HRID 1669421 reaction equation
[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:47]([NH:49][S:50]([N:53]([CH2:55][CH:56](OC)[O:57]C)[CH3:54])(=[O:52])=[O:51])=[O:48])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][C:24]([O:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[CH:25][C:19]=2[O:18][CH2:17][C@H:16]([N:34]([CH3:46])[CH2:35][CH2:36][N:37](C)[C:38](=O)OC(C)(C)C)[CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(Cl)Cl.O.C(O)(C(F)(F)F)=O>[CH:1]1([C:7]2[C:8]3[CH:9]=[CH:10][C:11]([C:47]([NH:49][S:50]([N:53]([CH3:54])[CH2:55][CH:56]=[O:57])(=[O:51])=[O:52])=[O:48])=[CH:12][C:13]=3[N:14]3[C:21]=2[C:20]2[CH:22]=[CH:23][C:24]([O:26][CH2:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][N:29]=4)=[CH:25][C:19]=2[O:18][CH2:17][C@H:16]([N:34]([CH3:46])[CH2:35][CH2:36][NH:37][CH3:38])[CH2:15]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 67344800tert-butyl {2-[[(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]-sulfonyl}amino)carbonyl]-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl](methyl)amino]ethyl}methylcarbamate

Product 1

HCID 86627898(7R)-14-cyclohexyl-7-{methyl[2-(methylamino)ethyl]amino}-N-{[methyl(2-oxoethyl)amino]sulfonyl}-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxamide

Reagents, catalysts & solvents 1

HCID 18672661HCID 18672661, compoundSolvent

Conditions

Temperature
40 °C

Procedure

tert-butyl {2-[[(7R)-14-cyclohexyl-11-[({[(2,2-dimethoxyethyl)(methyl)amino]-sulfonyl}amino)carbonyl]-3-(pyridin-2-ylmethoxy)-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocin-7-yl](methyl)amino]ethyl}methylcarbamate was dissolved in DCM/H2O/TFA (8:1:3, 15 mM). The mixture was warmed to 40° C. After 30 min all volatiles were evaporated in vacuo and the residual material was coevaporated twice with toluene. The remaining yellow oil was used in the next reaction without further purification.

Workup

  1. customAfter 30 min all volatiles were evaporated in vacuo
  2. customThe remaining yellow oil was used in the next reaction without further purification

Sources & evidence

ORD record
ord-8d02a564d8da4eaa873019bd7fc119fe
Source dataset
uspto-grants-2011_08
Patent number
US07989438B2

Reaction notes

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