Boron Trichloride → HCID 178483641, compound

HRID 1404330Notes

Reaction equation

C([O:5][C:6](=[O:45])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([N:28]([C:30](=[O:42])[CH2:31][CH:32]2[CH2:37][CH2:36][CH:35]([CH2:38][N:39]([CH3:41])[CH3:40])[CH2:34][CH2:33]2)[CH3:29])[B:15]2[O:23]C3C(C)(C4CC(C3)C4(C)C)[O:16]2)[C:8]=1OC)(C)(C)C.B(Cl)(Cl)Cl>>[CH3:40][N:39]([CH2:38][C@H:35]1[CH2:36][CH2:37][C@H:32]([CH2:31][C:30]([N:28]([C@H:14]2[CH2:13][C:9]3[CH:10]=[CH:11][CH:12]=[C:7]([C:6]([OH:5])=[O:45])[C:8]=3[O:16][B:15]2[OH:23])[CH3:29])=[O:42])[CH2:33][CH2:34]1)[CH3:41]

Participants

Reactant 2

HCID 25135Boron Trichloride

HCID 90205625HCID 90205625, compound

Product 1

HCID 178483641HCID 178483641, compound

Procedure

Prepared from 3-[2-{[2-(4-Dimethylaminomethyl-cyclohexyl)-acetyl]-methyl-amino}-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethyl]-2-methoxy-benzoic acid tert-butyl ester and BCl3 following the procedure described in step 2 of Example 1. The crude product was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 403 (MH)+.

Workup

customThe crude product was purified by reverse phase preparative HPLC
customdried

Sources & evidence

ORD record: ord-48aa0d48d2f0403290d2454515f00416
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912169B2

Reaction notes

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