(5R)-5-[(1S,2S)-1-Benzyloxy-3-(3-benzyloxy-5-fluoro-phenyl)-2-dibenzylamino-propyl]-2-hydroxy-morpholine-4-carboxylic acid tert-butyl ester → HCID 68562782, compound

HRID 20472Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[C@@H:13]([C@@H:14]([O:47]CC2C=CC=CC=2)[C@@H:15]([N:32](CC2C=CC=CC=2)CC2C=CC=CC=2)[CH2:16][C:17]2[CH:22]=[C:21]([F:23])[CH:20]=[C:19]([O:24]CC3C=CC=CC=3)[CH:18]=2)[CH2:12][O:11][CH:10]([OH:55])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:56][CH2:57][C:58](OS(C(F)(F)F)(=O)=O)([CH2:60][F:61])[CH3:59]>>[C:1]([O:5][C:6]([N:8]1[C@@H:13]([C@@H:14]([OH:47])[C@@H:15]([NH2:32])[CH2:16][C:17]2[CH:18]=[C:19]([OH:24])[CH:20]=[C:21]([F:23])[CH:22]=2)[CH2:12][O:11][C@H:10]([O:55][C:58]([CH2:60][F:61])([CH3:59])[CH2:57][F:56])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 68563622(5R)-5-[(1S,2S)-1-Benzyloxy-3-(3-benzyloxy-5-fluoro-phenyl)-2-dibenzylamino-propyl]-2-hydroxy-morpholine-4-carboxylic acid tert-butyl ester

HCID 86615366Trifluoromethanesulfonic acid 2-fluoro-1-fluoromethyl-1-methyl-ethyl ester

Product 1

HCID 68562782HCID 68562782, compound

Procedure

Beginning with (5R)-5-[(1S,2S)-1-Benzyloxy-3-(3-benzyloxy-5-fluoro-phenyl)-2-dibenzylamino-propyl]-2-hydroxy-morpholine-4-carboxylic acid tert-butyl ester and trifluoromethanesulfonic acid 2-fluoro-1-fluoromethyl-1-methyl-ethyl ester, the desired compound may be prepared essentially as described in Preparation 306.

Sources & evidence

ORD record: ord-915a0a8e6e79446a8758cc829ccf91e4
Source dataset: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07745438B2

Reaction notes

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