Boron Trichloride → HCID 76903424, compound

HRID 1478829Notes

Reaction equation

HRID 1478829 reaction equation
CC12[O:10][B:9]([C@@H:11]([NH:28][C:29]([C:31]3[CH:32]=[C:33]4[C:37](=[CH:38][CH:39]=3)[CH2:36][NH:35][CH2:34]4)=[O:30])[CH2:12][C:13]3[C:14]([O:26]C)=[C:15]([CH:23]=[CH:24][CH:25]=3)[C:16]([O:18]C(C)(C)C)=[O:17])OC1CC1CC2C1(C)C.B(Cl)(Cl)Cl>>[OH:10][B:9]1[C@@H:11]([NH:28][C:29]([C:31]2[CH:32]=[C:33]3[C:37](=[CH:38][CH:39]=2)[CH2:36][NH:35][CH2:34]3)=[O:30])[CH2:12][C:13]2[CH:25]=[CH:24][CH:23]=[C:15]([C:16]([OH:18])=[O:17])[C:14]=2[O:26]1

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 86725241HCID 86725241, compound

Product 1

HCID 76903424HCID 76903424, compound

Procedure

Prepared from tert-butyl 3-((2R)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-2-(isoindoline-5-carboxamido)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 353 (MH)+.

Workup

  1. customThe crude product was purified by reverse phase preparative HPLC
  2. customdried

Sources & evidence

ORD record
ord-41c97166d5bf487c847b767fac70fc06
Source dataset
uspto-grants-2016_08
Patent number
US09403850B2

Reaction notes

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