(3R,4S,5S)-tert-butyl 4-((S)-2-(((benzyloxy)carbonyl)amino)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoate → HCID 86678401, compound

HRID 882644Notes

Reaction equation

HRID 882644 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[CH3:8][O:9][C@@H:10]([C@@H:32]1[CH2:36][CH2:35][CH2:34][NH:33]1)[C@@H:11]([CH3:31])[C:12]([NH:14][C@@H:15]([CH2:24]C1C=CC=CC=1)[C:16]([N:18]1[CH2:23][CH2:22][CH2:21][CH2:20][O:19]1)=[O:17])=[O:13].C(OC(N[C@H](C(N(C)[C@@H]([C@@H](C)CC)[C@H](OC)CC(OC(C)(C)C)=O)=O)C(C)C)=O)C1C=CC=CC=1.FC(F)(F)C(O)=O.N[C@@H](C[C:90]1[C:98]2[C:93](=[CH:94][CH:95]=[CH:96][CH:97]=2)[NH:92][CH:91]=1)C(N1CCCCO1)=O>>[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].[NH:92]1[C:93]2[C:98](=[CH:97][CH:96]=[CH:95][CH:94]=2)[C:90]([CH2:24][C@H:15]([NH:14][C:12](=[O:13])[C@H:11]([CH3:31])[C@@H:10]([O:9][CH3:8])[C@@H:32]2[CH2:36][CH2:35][CH2:34][NH:33]2)[C:16]([N:18]2[CH2:23][CH2:22][CH2:21][CH2:20][O:19]2)=[O:17])=[CH:91]1

Participants

4

Reactant 3

HCID 10529182(3R,4S,5S)-tert-butyl 4-((S)-2-(((benzyloxy)carbonyl)amino)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoateHCID 86678403HCID 86678403, compoundHCID 86678405HCID 86678405, compound2×

Product 1

HCID 86678401HCID 86678401, compound

Procedure

The title compound was prepared in analogy to the synthesis of Intermediate 7 over two stages from Starting Compound 1 and (2S)-2-amino-3-(1H-indol-3-yl)-1-(1,2-oxazinan-2-yl)propan-1-one trifluoroacetate (Intermediate 99).

Sources & evidence

ORD record
ord-41da757990ed4864a018f4f6c5d1f7bb
Source dataset
uspto-grants-2015_03
Patent number
US08992932B2

Reaction notes

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