Cesium carbonate → HCID 66797891, compound

HRID 386707Notes

Reaction equation

HRID 386707 reaction equation
Cl[CH2:2][C:3]([O:5][CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:4].[NH:12]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13][CH2:14][C:15]([OH:17])=[O:16].C(N(CCC)C(COC(=O)CCNC(OC(C)(C)C)=O)=O)CC.C(=O)([O-])[O-].[Cs+].[Cs+]>>[CH:6]1([O:5][C:3]([CH2:2][O:17][C:15](=[O:16])[CH2:14][CH2:13][NH:12][C:18]([O:20][C:21]([CH3:23])([CH3:22])[CH3:24])=[O:19])=[O:4])[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1

Participants

5

Reactant 4

HCID 10796Cesium carbonateHCID 76809N-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 228008Cyclohexyl chloroacetateHCID 86663348HCID 86663348, compound

Product 1

HCID 66797891HCID 66797891, compound

Procedure

This compound was prepared from cyclohexyl 2-chloroacetate and Boc-Beta-Ala-OH by an analogous method to 3-tert-butoxycarbonylamino-propionic acid dipropylcarbamoylmethyl ester (Int. AA step 1). Cesium carbonate was used in place of potassium carbonate; 1H NMR (400 MHz, DMSO-d6) δ 6.83 (1H, br s), 4.76-4.70 (1H, m), 4.62 (2H, s), 3.20-3.12 (2H, m), 2.53 (2H, under DMSO peak), 1.28-1.72 (2H, m), 1.68-1.60 (2H, m), 1.53-1.18 (15H, m).

Sources & evidence

ORD record
ord-1b23f7c4223d40e697f08feef06f405c
Source dataset
uspto-grants-2013_02
Patent number
US08372845B2

Reaction notes

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