HCID 178454357, compound → HCID 178451191, compound

HRID 1450724Notes

Reaction equation

HRID 1450724 reaction equation
[C:1]([N:8]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[C@H:9]([C:16]([OH:18])=[O:17])[CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]>C(Cl)(Cl)Cl>[C:4]([O:17][C:16](=[O:18])[C@H:9]([CH2:10][C:11]1[N:15]=[CH:14][NH:13][CH:12]=1)[N:8]([C:1]([O:3][C:4]([CH3:5])([CH3:7])[CH3:6])=[O:2])[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])([CH3:7])([CH3:6])[CH3:5]

Participants

3

Reactant 1

HCID 178454357HCID 178454357, compound

Product 1

HCID 178451191HCID 178451191, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Nα,Nτ -bis-BOC-Histidine tert-Butyl Ester (23) was synthesized from Nα,Nτ -bis-BOC-histidine (13) according to the general procedure: yield, 77%; mp 98° C.; [α]25D +17.8° (c 1.3, CHCl3); IR 3880, 1750, 1710 cm-1 ; 1H NMR δ 7.98 (d, 1H, J=0.8), 7.13 (s, 1H), 5.59 (br d, 1H, J=8.4), 4.43 (dd, 1H, J=2.9, 5.1), 3.00 (d, 2H, J=5.2). Anal. Calcd for C20H34N3O6 : C, 58.2; H, 8.3,; N, 10.1. Found: C, 58.6; H, 8.2; N, 10.1.

Workup

  1. customyield

Sources & evidence

ORD record
ord-d8e8f7b77f4e4ef293b170c2a515b6ad
Source dataset
uspto-grants-1997_02
Patent number
US05602264

Reaction notes

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