Boron Trichloride → HCID 76902688, compound

HRID 1404374Notes

Reaction equation

C(OC([N:8]([CH2:47][CH2:48][NH:49]C(OC(C)(C)C)=O)[CH:9]1[CH2:12][CH:11]([CH2:13][C:14]([NH:16][C@H:17]([B:34]2[O:42]C3C(C)(C4CC(C3)C4(C)C)[O:35]2)[CH2:18][C:19]2[C:20](OC)=[C:21]([CH:29]=[CH:30][CH:31]=2)[C:22]([O:24]C(C)(C)C)=[O:23])=[O:15])[CH2:10]1)=O)(C)(C)C.B(Cl)(Cl)Cl>>[NH2:49][CH2:48][CH2:47][NH:8][CH:9]1[CH2:12][CH:11]([CH2:13][C:14]([NH:16][C@H:17]2[CH2:18][C:19]3[CH:31]=[CH:30][CH:29]=[C:21]([C:22]([OH:24])=[O:23])[C:20]=3[O:35][B:34]2[OH:42])=[O:15])[CH2:10]1

Participants

Reactant 2

HCID 25135Boron Trichloride

HCID 86722984HCID 86722984, compound

Product 1

HCID 76902688HCID 76902688, compound

Procedure

Prepared from tert-butyl 3-((R)-2-(2-(3-(tert-butoxycarbonyl(2-(tert-butoxycarbonylamino)ethyl)amino)cyclobutyl)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 1. The crude product was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 362 (MH)+.

Workup

customThe crude product was purified by reverse phase preparative HPLC
customdried

Sources & evidence

ORD record: ord-8cd6864033e24ce087f8673f70a3b9b8
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912169B2

Reaction notes

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