Hydrogen Bromide → HCID 15850751, compound

HRID 583669Notes

Reaction equation

HRID 583669 reaction equation
C([O:5][C:6](=[O:43])[C@@H:7]([NH:33][S:34]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)(=[O:36])=[O:35])[CH2:8][NH:9][C:10](=[O:32])[C:11]1[CH:16]=[CH:15][C:14]([CH2:17][O:18][CH2:19][CH2:20][NH:21]C(OCC2C=CC=CC=2)=O)=[CH:13][CH:12]=1)(C)(C)C.Br>CC(O)=O>[NH2:21][CH2:20][CH2:19][O:18][CH2:17][C:14]1[CH:13]=[CH:12][C:11]([C:10]([NH:9][CH2:8][C@H:7]([NH:33][S:34]([C:37]2[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=2)(=[O:36])=[O:35])[C:6]([OH:43])=[O:5])=[O:32])=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 15850750HCID 15850750, compound

Product 1

HCID 15850751HCID 15850751, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Cbz-ester 15-4 (200 mg, 0.33 mmol) was treated with 4 mL 30% HBr in HOAc for 2 h then concentrated and purified by flash chromatography (silica, 50:1:1 EtOH/NH4OH/H2O) providing 15-5 as a white solid.

Workup

  1. concentrationthen concentrated
  2. custompurified by flash chromatography (silica, 50:1:1 EtOH/NH4OH/H2O)

Sources & evidence

ORD record
ord-21454e4983364045b20dcccb8f3666a1
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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