Tert-Butylamine → Boc-Hyp-NH-tBu

HRID 427384Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 427384
[C:1]([N:8]1[CH2:16][C@H:14]([OH:15])[CH2:13][C@H:9]1[C:10]([OH:12])=O)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:17]([NH2:21])([CH3:20])([CH3:19])[CH3:18].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.Cl>ClCCl>[N:8]1([C:1]([O:3][C:4]([CH3:5])([CH3:6])[CH3:7])=[O:2])[CH2:16][C@H:14]([OH:15])[CH2:13][C@H:9]1[C:10]([NH:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:12]

Komponenten

6

Edukt 4

HCID 6385Tert-ButylamineHCID 757711-HydroxybenzotriazoleHCID 88804(2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Produkt 1

HCID 10334194Boc-Hyp-NH-tBuAusbeute 189 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a dichloromethane solution containing 5.1 g of N-Boc-hydroxyproline (Boc-Hyp-OH), 0.35 g of tert-butylamine, 7.4 g of HOBt and 6.0 g of EDC hydrochloride were added under ice cooling and the resultant mixture was stirred overnight at room temperature. The reaction mixture was treated similarly to that in Example 144 (Process 2) to give 2.59 g of the title compound.

Aufarbeitung

  1. additionwere added under ice cooling
  2. additionThe reaction mixture was treated similarly to that in Example 144 (Process 2)

Quellen und Nachweise

ORD-Eintrag
ord-1b10a96c5e5d43d99a4e3cf4b8a38248
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06313094B1

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