Methanol → L-tert-Leucine-N-2-(2-methoxy-ethoxymethoxy)ethylamide

HRID 361961Notes

Reaction equation

HRID 361961 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][CH2:8][CH2:9][NH:10][C:11](=[O:28])[C@H:12]([C:24]([CH3:27])([CH3:26])[CH3:25])[NH:13]C(OCC1C=CC=CC=1)=O.CO>ClCCl>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][CH2:8][CH2:9][NH:10][C:11](=[O:28])[C@H:12]([C:24]([CH3:26])([CH3:25])[CH3:27])[NH2:13]

Participants

4

Reactant 2

HCID 887MethanolHCID 22942185N-Benzyloxycarbonyl-L-tert-leucine-N-2-(2-methoxy-ethoxymethoxy)ethylamide

Product 1

HCID 22942183L-tert-Leucine-N-2-(2-methoxy-ethoxymethoxy)ethylamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

N-Benzyloxycarbonyl-L-tert-leucine-N-2-(2-methoxy-ethoxymethoxy)ethylamide was deprotected by hydrogenolysis, as described in Step G. Reaction was complete after 3 hours, leaving a single ninhydrin positive spot on TLC (5% methanol in dichloromethane). The solvent wwas removed to give the title compound as a white foam. Yield: 1.17 9(92%). 1H--NMR; δCD3OD), 4.66 (2H, s), 3.68-3.48 (7H, br m), 3.40 (1H, m), 3.35 (3H, s) and 0.95 (9H, s).

Workup

  1. customReaction

Sources & evidence

ORD record
ord-b3e03c7e2d224857a1b01388bb5a988b
Source dataset
uspto-grants-1999_02
Patent number
US05866717

Reaction notes

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