Hydrochloric Acid → HCID 178491870, compound

HRID 1404370Notes

Reaction equation

HRID 1404370 reaction equation
C([O:5][C:6](=[O:48])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][C@H:14]([NH:28][C:29](=[O:45])[CH2:30][C@H:31]2[CH2:36][CH2:35][C@H:34]([NH:37]C(OC(C)(C)C)=O)[CH2:33][CH2:32]2)[B:15]2[O:23][CH:22]3[C:17]([CH3:27])([CH:18]4[CH2:24][CH:20]([CH2:21]3)[C:19]4([CH3:26])[CH3:25])[O:16]2)[C:8]=1[O:46][CH3:47])(C)(C)C.Cl.C(OCC)C>O1CCOCC1>[NH2:37][C@H:34]1[CH2:35][CH2:36][C@H:31]([CH2:30][C:29]([NH:28][C@H:14]([B:15]2[O:23][CH:22]3[C:17]([CH3:27])([CH:18]4[CH2:24][CH:20]([CH2:21]3)[C:19]4([CH3:26])[CH3:25])[O:16]2)[CH2:13][C:9]2[C:8]([O:46][CH3:47])=[C:7]([CH:12]=[CH:11][CH:10]=2)[C:6]([OH:48])=[O:5])=[O:45])[CH2:32][CH2:33]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 178491877HCID 178491877, compound

Product 1

HCID 178491870HCID 178491870, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To tert-butyl 3-((2R)-2-(2-(tran-4-(tert-butoxycarbonylamino)cyclohexyl)acetamido)-2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)ethyl)-2-methoxybenzoate from Step 1 of Example 6 (640 mg) was added 4 N HCl in dioxane (4 mL). The resultant reaction mixture was stirred at RT for 1 hr. Diethyl ether was added to precipitate out the product as while solid (500 mg) which was used directly to the next step.

Workup

  1. customThe resultant reaction mixture
  2. customto precipitate out the product as while solid (500 mg) which

Sources & evidence

ORD record
ord-6607529445b244c8bd4edffa402090a1
Source dataset
uspto-grants-2014_12
Patent number
US08912169B2

Reaction notes

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