N-(tert-Butoxycarbonyl)-L-cysteine methyl ester → HCID 178501489, compound

HRID 253822Notes

Reaction equation

HRID 253822 reaction equation
Br[C:2]1[S:6][C:5]([NH:7][C:8](=[O:23])[N:9]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[C@H:10]2[CH2:15][CH2:14][C@H:13]([CH3:16])[CH2:12][CH2:11]2)=[N:4][CH:3]=1.[CH3:24][O:25][C:26](=[O:38])[C@H:27]([CH2:36][SH:37])[NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30]>>[CH3:24][O:25][C:26](=[O:38])[C@H:27]([NH:28][C:29]([O:31][C:32]([CH3:34])([CH3:33])[CH3:35])=[O:30])[CH2:36][S:37][C:2]1[S:6][C:5]([NH:7][C:8]([N:9]([CH:17]2[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]2)[C@H:10]2[CH2:15][CH2:14][C@H:13]([CH3:16])[CH2:12][CH2:11]2)=[O:23])=[N:4][CH:3]=1

Participants

3

Reactant 2

HCID 10977409N-(tert-Butoxycarbonyl)-L-cysteine methyl esterHCID 178461369HCID 178461369, compound

Product 1

HCID 178501489HCID 178501489, compound

Procedure

Prepared in 60% (333 mg) yield as described in general procedure (D) using trans-3-(5-bromo-thiazol-2-yl)-1-cyclohexyl-1-(4-methyl-cyclohexyl)-urea (400 mg, 1.0 mmol) and N-(tert-butoxycarbonyl)-L-cysteine methyl ester (470 mg, 2.0 mmol).

Workup

  1. customPrepared in 60% (333 mg)
  2. customyield

Sources & evidence

ORD record
ord-24ebe8f90679449ab937221d73fccb5e
Source dataset
uspto-grants-2011_01
Patent number
US07872139B2

Reaction notes

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