Boron Trichloride → HCID 90271340, compound

HRID 1478890Notes

Reaction equation

C(OC([N:8]([CH2:49][CH2:50][NH:51]C(OC(C)(C)C)=O)[C:9]1[N:14]=[CH:13][C:12]([CH2:15][C:16]([NH:18][C@H:19]([B:36]2[O:44]C3C(C)(C4CC(C3)C4(C)C)[O:37]2)[CH2:20][C:21]2[C:22](OC)=[C:23]([CH:31]=[CH:32][CH:33]=2)[C:24]([O:26]C(C)(C)C)=[O:25])=[O:17])=[CH:11][CH:10]=1)=O)(C)(C)C.B(Cl)(Cl)Cl>>[NH2:51][CH2:50][CH2:49][NH:8][C:9]1[N:14]=[CH:13][C:12]([CH2:15][C:16]([NH:18][C@H:19]2[CH2:20][C:21]3[CH:33]=[CH:32][CH:31]=[C:23]([C:24]([OH:26])=[O:25])[C:22]=3[O:44][B:36]2[OH:37])=[O:17])=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 25135Boron Trichloride

HCID 90271437HCID 90271437, compound

Product 1

HCID 90271340HCID 90271340, compound

Procedure

Prepared from tert-butyl 3-((2R)-2-(2-(6-(tert-butoxycarbonyl(2-(tert-butoxycarbonylamino)ethyl)amino)pyridin-3-yl)acetamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate 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 385 (MH)+.

Workup

customThe crude product was purified by reverse phase preparative HPLC
customdried

Sources & evidence

ORD record: ord-4ead8ce41bae434bb40c9a7eda73e644
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403850B2

Reaction notes

Loading…