Octylamine → HCID 58606960, compound

HRID 1744740Notes

Reaction equation

HRID 1744740 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C@H:9]1[C:15]([OH:17])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:18]([NH2:26])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].C(N(CC)C(C)C)(C)C.C1CN([P+](ON2N=NC3C=CC=CC2=3)(N2CCCC2)N2CCCC2)CC1.F[P-](F)(F)(F)(F)F>C(Cl)Cl>[CH2:18]([NH:26][C:15]([C@@H:9]1[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][N:8]1[C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[O:17])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

6

Reactant 4

HCID 8143OctylamineHCID 81531DiisopropylethylamineHCID 1501952HCID 1501952, compoundHCID 2724699PyBOP

Product 1

HCID 58606960HCID 58606960, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(S)-(−)-1-(tert-Butoxycarbonyl)-2-azepanecarboxylic acid (prepared as described in Tetrahedron Letters (1994), 35(2), 237–240) (1.00 g; 4.11 mmol) is dissolved in methylene chloride (20 mL) at ambient temperature. n-Octylamine (0.584 g; 4.52 mmol), N,N-diisopropylethylamine (1.17 g; 9.04 mmol) and PyBOP (2.35 g; 4.52 mmol) are added sequentially. The reaction is stirred for 24 hours at room temperature, then concentrated under reduced pressure. The residue is purified via silca gel chromatography affording the desired product (2).

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue is purified via silca gel chromatography

Sources & evidence

ORD record
ord-91d1436095624470a22511f1375a2471
Source dataset
uspto-grants-2006_03
Patent number
US07018642B2

Reaction notes

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