HCID 67535164, compound → HCID 86722946, compound

HRID 1404338Notes

Reaction equation

[C:1]([O:5][C:6](=[O:35])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([B:20]2[O:28][CH:27]3[C:22]([CH3:32])([CH:23]4[CH2:29][CH:25]([CH2:26]3)[C:24]4([CH3:31])[CH3:30])[O:21]2)[NH:15][Si](C)(C)C)[C:8]=1[O:33][CH3:34])([CH3:4])([CH3:3])[CH3:2].[C:36]([O:40][C:41]([NH:43][CH2:44][CH:45]1[CH2:50][CH2:49][C:48]([CH2:55][C:56](O)=[O:57])([CH2:51][N+:52]([O-:54])=[O:53])[CH2:47][CH2:46]1)=[O:42])([CH3:39])([CH3:38])[CH3:37]>>[C:1]([O:5][C:6](=[O:35])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH:14]([NH:15][C:56](=[O:57])[CH2:55][C:48]2([CH2:51][N+:52]([O-:54])=[O:53])[CH2:47][CH2:46][CH:45]([CH2:44][NH:43][C:41]([O:40][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:42])[CH2:50][CH2:49]2)[B:20]2[O:28][CH:27]3[C:22]([CH3:32])([CH:23]4[CH2:29][CH:25]([CH2:26]3)[C:24]4([CH3:31])[CH3:30])[O:21]2)[C:8]=1[O:33][CH3:34])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 67535164HCID 67535164, compound

HCID 86722945HCID 86722945, compound

Product 1

HCID 86722946HCID 86722946, compound

Procedure

Prepared from 2-Methoxy-3-[2-(2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]dec-4-yl)-2-(trimethylsilanyl-amino)-ethyl]-benzoic acid tert-butyl ester and [4-(tert-Butoxycarbonylamino-methyl)-1-nitromethyl-cyclohexyl]-acetic acid following the procedure described in Step 1 of Example 1. The crude product was purified by flash chromatography on silica gel (0-100% EtOAc/hexane). ESI-MS m/z 742 (MH)+.

Workup

customThe crude product was purified by flash chromatography on silica gel (0-100% EtOAc/hexane)

Sources & evidence

ORD record: ord-b0f105c940a94c27ad7d5b59237ce33b
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912169B2

Reaction notes

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