Hydrochloric Acid → HCID 178483938, compound

HRID 630393Notes

Reaction equation

HRID 630393 reaction equation
C([Si](C)(C)OCC1C=CC(NC(=O)CCN(C)[C@H]2CC[C@H](OC(C3SC=CC=3)(C3SC=CC=3)C([O-])=O)CC2)=C(Cl)C=1)(C)(C)C.Cl.[OH:46][C:47]([C:80]1[S:81][CH:82]=[CH:83][CH:84]=1)([C:75]1[S:76][CH:77]=[CH:78][CH:79]=1)[C:48]([O:50][C@H:51]1[CH2:56][CH2:55][C@H:54]([N:57]([CH2:59][CH2:60][C:61]([NH:63][C:64]2[CH:69]=[C:68](OC)[C:67]([CH2:72][OH:73])=[CH:66][C:65]=2[Cl:74])=[O:62])[CH3:58])[CH2:53][CH2:52]1)=[O:49]>O1CCCC1>[OH:46][C:47]([C:75]1[S:76][CH:77]=[CH:78][CH:79]=1)([C:80]1[S:81][CH:82]=[CH:83][CH:84]=1)[C:48]([O:50][C@H:51]1[CH2:56][CH2:55][C@H:54]([N:57]([CH2:59][CH2:60][C:61]([NH:63][C:64]2[CH:69]=[CH:68][C:67]([CH2:72][OH:73])=[CH:66][C:65]=2[Cl:74])=[O:62])[CH3:58])[CH2:53][CH2:52]1)=[O:49]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 178483939HCID 178483939, compound2×HCID 178493272HCID 178493272, compound

Product 1

HCID 178483938HCID 178483938, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Obtained as a beige foam (91%) starting from trans-4-((3-(4-((tert-butyl(dimethyl)-silyloxy)methyl)-2-chlorophenylamino)-3-oxopropyl)(methyl)amino)-cyclohexylhydroxy-(di-2-thienyl)acetate (intermediate 48; 433 mg, 0.64 mmol) and 1M hydrochloric acid (1.9 ml; 1.9 mmol) in tetrahydrofuran (12 mL) following the experimental procedure as described for intermediate 42.

Sources & evidence

ORD record
ord-d32ba8ac49a64ebcb2d843b47ea0414c
Source dataset
uspto-grants-2016_04
Patent number
US09315463B2

Reaction notes

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