Boron Trichloride → HCID 90271274, compound

HRID 1478865Notes

Reaction equation

C([O:5][C:6](=[O:44])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([NH:28][C:29](=[O:41])[C:30]2[CH:35]=[CH:34][C:33]([C:36]3[NH:37][CH:38]=[CH:39][N:40]=3)=[CH:32][CH:31]=2)[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>>[OH:23][B:15]1[C@@H:14]([NH:28][C:29](=[O:41])[C:30]2[CH:35]=[CH:34][C:33]([C:36]3[NH:37][CH:38]=[CH:39][N:40]=3)=[CH:32][CH:31]=2)[CH2:13][C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([C:6]([OH:5])=[O:44])[C:8]=2[O:16]1

Participants

Reactant 2

HCID 25135Boron Trichloride

HCID 90271260HCID 90271260, compound

Product 1

HCID 90271274HCID 90271274, compound

Procedure

Prepared from 3-[2-[4-(1H-Imidazol-2-yl)-benzoylamino]-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 378 (MH)+.

Workup

customThe crude product was purified by reverse phase preparative HPLC
customdried

Sources & evidence

ORD record: ord-52b484b8138b4dfdb9b1eeff1b9dd239
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403850B2

Reaction notes

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