Boron Trichloride → HCID 90271080, compound

HRID 1478864Notes

Reaction equation

HRID 1478864 reaction equation
C([O:5][C:6](=[O:43])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([NH:28][C:29](=[O:40])[CH2:30][C:31]2[CH:39]=[C:38]3[C:34]([CH:35]=[CH:36][NH:37]3)=[CH:33][CH:32]=2)[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[C@@H:14]([NH:28][C:29](=[O:40])[CH2:30][C:31]2[CH:39]=[C:38]3[C:34]([CH:35]=[CH:36][NH:37]3)=[CH:33][CH:32]=2)[CH2:13][C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([C:6]([OH:5])=[O:43])[C:8]=2[O:16]1

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 90271180HCID 90271180, compound

Product 1

HCID 90271080HCID 90271080, compound

Procedure

Prepared from 3-[2-(2-1H-Indol-6-yl-acetylamino)-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 1. The crude product was purified by reverse phase preparative HPLC and dried using lyophilization. ESI-MS m/z 365 (MH)+.

Workup

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

Sources & evidence

ORD record
ord-7a994a623a5547bbbfa3865b6fd09e88
Source dataset
uspto-grants-2016_08
Patent number
US09403850B2

Reaction notes

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