Hydrochloric Acid → HCID 178491867, compound

HRID 1404324Notes

Reaction equation

HRID 1404324 reaction equation
C(OC([NH:8][CH2:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([CH2:16][C:17]([NH:19][C@H:20]([B:37]2[O:45][CH:44]3[C:39]([CH3:49])([CH:40]4[CH2:46][CH:42]([CH2:43]3)[C:41]4([CH3:48])[CH3:47])[O:38]2)[CH2:21][C:22]2[C:23]([O:35][CH3:36])=[C:24]([CH:32]=[CH:33][CH:34]=2)[C:25]([O:27]C(C)(C)C)=[O:26])=[O:18])[CH2:12][CH2:11]1)=O)(C)(C)C.Cl>O1CCOCC1>[NH2:8][CH2:9][C@H:10]1[CH2:15][CH2:14][C@H:13]([CH2:16][C:17]([NH:19][C@H:20]([B:37]2[O:45][CH:44]3[C:39]([CH3:49])([CH:40]4[CH2:46][CH:42]([CH2:43]3)[C:41]4([CH3:48])[CH3:47])[O:38]2)[CH2:21][C:22]2[C:23]([O:35][CH3:36])=[C:24]([CH:32]=[CH:33][CH:34]=2)[C:25]([OH:27])=[O:26])=[O:18])[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178491869HCID 178491869, compound

Product 1

HCID 178491867HCID 178491867, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 3-((2R)-2-(2-(trans-4-((tert-butoxycarbonylamino)methyl)cyclohexyl)acetamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate (422 mg, 0.75 mmol from Example 3, Step 1) in a flask was added 4N HCl in dioxane (3 mL) and the reaction mixture stirred at RT for 1 hr. Removal of the solvents afforded the product as yellow foam.

Workup

  1. customRemoval of the solvents

Sources & evidence

ORD record
ord-05fe278440bb4c9c9d7fd7c74413ada4
Source dataset
uspto-grants-2014_12
Patent number
US08912169B2

Reaction notes

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