[2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide

Base Information

Chemical Name:[2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide
CAS No.:203454-73-3
Molecular Formula:C₂₇H₂₉NO₄
Molecular Weight:431.532
Hs Code.:

Synonyms:[2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide

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Chemical Property of [2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide

Chemical Property:

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Technology Process of [2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide

There total 3 articles about [2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

: 203454-71-1
[2R]-1-triphenylmethoxy-2-hydroxy-4-pentene

: N-methoxy-N-methyl-(triphenylphosphoranylidene)acetamide

: 203454-73-3
[2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide

Guidance literature:: [2R]-1-triphenylmethoxy-2-hydroxy-4-pentene; With ozone; In dichloromethane; at -78 ℃; for 0.666667h;

With triphenylphosphine; In dichloromethane; at 20 ℃; for 5h;

N-methoxy-N-methyl-(triphenylphosphoranylidene)acetamide; In dichloromethane; at 20 ℃; for 14h;
DOI:10.1016/S0040-4020(99)00438-X

Reference yield:

: 65291-30-7
(R)-(+)-trityl glycidyl ether

: 203454-73-3
[2E,5R]-5-hydroxy-6-(triphenylmethyloxy)-N-methyl-N-methoxy-2-hexenamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: CuI / tetrahydrofuran / 1 h / -78 °C

1.2: 32.54 g / tetrahydrofuran / 1.5 h / -78 °C

2.1: O₃ / CH₂Cl₂ / 0.67 h / -78 °C

2.2: PPh₃ / CH₂Cl₂ / 5 h / 20 °C

2.3: 73 percent / CH₂Cl₂ / 14 h / 20 °C

With copper(l) iodide; ozone; In tetrahydrofuran; dichloromethane; 1.1: Metallation / 1.2: Condensation / 2.1: Oxidation / 2.2: Reduction / 2.3: Condensation;
DOI:10.1016/S0040-4020(99)00438-X