Boron Trichloride → HCID 90271365, compound

HRID 1478846Notes

Reaction equation

HRID 1478846 reaction equation
C([O:5][C:6](=[O:42])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([NH:28][C:29]([C:31]2[CH:32]=[C:33]3[C:37](=[CH:38][CH:39]=2)[NH:36][CH:35]=[CH:34]3)=[O:30])[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[CH:14]([NH:28][C:29]([C:31]2[CH:32]=[C:33]3[C:37](=[CH:38][CH:39]=2)[NH:36][CH:35]=[CH:34]3)=[O:30])[CH2:13][C:9]2[C:8](=[C:7]([C:6]([OH:5])=[O:42])[CH:12]=[CH:11][CH:10]=2)[O:16]1

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 90271229HCID 90271229, compound

Product 1

HCID 90271365HCID 90271365, compound

Procedure

Prepared from 3-[2-[(1H-Indole-5-carbonyl)-amino]-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 3. The crude product was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 351.0 (MH)+.

Workup

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

Sources & evidence

ORD record
ord-b531cb462f3b4846976cc5b496e107e1
Source dataset
uspto-grants-2016_08
Patent number
US09403850B2

Reaction notes

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