Boron Trichloride → HCID 76900957, compound

HRID 1478843Notes

Reaction equation

C(OC([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:25][C:26]([NH:28][C@H:29]([B:46]2[O:54]C3C(C)(C4CC(C3)C4(C)C)[O:47]2)[CH2:30][C:31]2[C:32](OC)=[C:33]([CH:41]=[CH:42][CH:43]=2)[C:34]([O:36]C(C)(C)C)=[O:35])=[O:27])[CH:13]=[CH:14][C:15]=1[CH2:16][NH:17]C(OC(C)(C)C)=O)=O)(C)(C)C.B(Cl)(Cl)Cl>>[NH2:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:25][C:26]([NH:28][C@H:29]2[CH2:30][C:31]3[CH:43]=[CH:42][CH:41]=[C:33]([C:34]([OH:36])=[O:35])[C:32]=3[O:54][B:46]2[OH:47])=[O:27])[CH:13]=[CH:14][C:15]=1[CH2:16][NH2:17]

Participants

Reactant 2

HCID 25135Boron Trichloride

HCID 90271327HCID 90271327, compound

Product 1

HCID 76900957HCID 76900957, compound

Procedure

Prepared from tert-butyl 3-((2R)-2-(2-(3,4-bis((tert-butoxycarbonylamino)methyl)phenyl)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.

Workup

customThe crude product was purified by reverse phase preparative HPLC
customdried

Sources & evidence

ORD record: ord-b81a4ca538e946a195a6080a8f29d597
Source dataset: uspto-grants-2016_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09403850B2

Reaction notes

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