Boron Trichloride → HCID 90271149, compound

HRID 1478847Notes

Reaction equation

C([O:5][C:6](=[O:45])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([NH:28][C:29](=[O:42])[C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=3)=[CH:32][CH:31]=2)[B:15]2[O:23]C3C(C)(C4CC(C3)C4(C)C)O2)[C:8]=1[O:43]C)(C)(C)C.B(Cl)(Cl)Cl>>[OH:23][B:15]1[CH:14]([NH:28][C:29](=[O:42])[C:30]2[CH:35]=[CH:34][C:33]([C:36]3[CH:41]=[CH:40][N:39]=[CH:38][CH:37]=3)=[CH:32][CH:31]=2)[CH2:13][C:9]2[C:8](=[C:7]([C:6]([OH:5])=[O:45])[CH:12]=[CH:11][CH:10]=2)[O:43]1

Participants

Reactant 2

HCID 25135Boron Trichloride

HCID 90271255HCID 90271255, compound

Product 1

HCID 90271149HCID 90271149, compound

Procedure

Prepared from 2-Methoxy-3-[2-(4-pyridin-4-yl-benzoylamino)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-ethyl]-benzoic acid tert-butyl ester and BCl3 following the procedure described in Step 2 of Example 3. The crude product was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 389.0 (MH)+.

Workup

customThe crude product was purified by reverse phase preparative HPLC
customdried

Sources & evidence

ORD record: ord-dbccebb134a346928042478bef48404e
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403850B2

Reaction notes

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