Boron Trichloride → HCID 76900770, compound

HRID 1478839Notes

Reaction equation

HRID 1478839 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][C:39]=1[CH2:40][N:41]([CH3:43])[CH3:42])[C:5]([NH:7][C@H:8]([B:25]1[O:29]C2CC(C)(C)CCC2(C)[O:26]1)[CH2:9][C:10]1[C:11](OC)=[C:12]([CH:20]=[CH:21][CH:22]=1)[C:13]([O:15]C(C)(C)C)=[O:14])=[O:6].B(Cl)(Cl)Cl>>[NH2:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][C:39]=1[CH2:40][N:41]([CH3:42])[CH3:43])[C:5]([NH:7][C@H:8]1[CH2:9][C:10]2[CH:22]=[CH:21][CH:20]=[C:12]([C:13]([OH:15])=[O:14])[C:11]=2[O:29][B:25]1[OH:26])=[O:6]

Participants

3

Reactant 2

HCID 25135Boron TrichlorideHCID 90271374HCID 90271374, compound

Product 1

HCID 76900770HCID 76900770, compound

Procedure

Prepared from tert-butyl 3-((2R)-2-(3-amino-4-((dimethylamino)methyl)benzamido)-2-(3a,6,6-trimethylhexahydrobenzo[d][1,3,2]dioxaborol-2-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. ESI-MS m/z 384 (MH)+.

Workup

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

Sources & evidence

ORD record
ord-539fe706a0f84038983597ca5c8e5598
Source dataset
uspto-grants-2016_08
Patent number
US09403850B2

Reaction notes

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