(2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

Base Information

Chemical Name:(2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester
CAS No.:503839-71-2
Molecular Formula:C₃₁H₄₃NO₅
Molecular Weight:509.686
Hs Code.:

Synonyms:(2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

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Chemical Property of (2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

Chemical Property:

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Technology Process of (2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

There total 3 articles about (2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester 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:

: ethyl N-dodecanoyl-α-imino ester

: (Z)-2-(benzyloxy)-1-phenyl-1-(trimethylsilyloxy)ethene

: (2R,3S)-3-bezyloxy-2-dodecanoylamino-4-oxo-4-phenyl-butyric acid ethyl ester

: (2S,3R)-3-benzyloxy-2-dodecanoylamino-4-oxo-4-phenyl-butyric acid ethyl ester

: (2S,3S)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

: 503839-71-2
(2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

Guidance literature:: With (1R,2R)-N,N’-bis(naphthalen-1-ylmethyl)-1,2-diphenylethane-1,2-diamine; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; at 0 ℃; for 12h; Title compound not separated from byproducts.;
DOI:10.1021/ja0281840

Reference yield:

: N-dodecanoyl-hydroxyglycine ethyl ester

: 503839-71-2
(2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: thionyl chloride / CH₂Cl₂ / 1 °C / Heating

2: piperidinomethyl polystyrene / CH₂Cl₂ / 0.17 h / 20 °C / Heating

3: Cu(OTf)2; (R,R)-(1-Nap)CH₂NHPhCH-CHPhNHCH₂(1-Nap) / CH₂Cl₂ / 12 h / 0 °C

With (1R,2R)-N,N’-bis(naphthalen-1-ylmethyl)-1,2-diphenylethane-1,2-diamine; thionyl chloride; piperidinomethyl polystyrene; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; 3: Mannich-type reaction;
DOI:10.1021/ja0281840

Reference yield:

: N-dodecanoyl-chloroglycine ethyl ester

: 503839-71-2
(2R,3R)-3-(benzyloxy)-2-(dodecanoylamino)-4-oxo-4-phenylbutanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: piperidinomethyl polystyrene / CH₂Cl₂ / 0.17 h / 20 °C / Heating

2: Cu(OTf)2; (R,R)-(1-Nap)CH₂NHPhCH-CHPhNHCH₂(1-Nap) / CH₂Cl₂ / 12 h / 0 °C

With (1R,2R)-N,N’-bis(naphthalen-1-ylmethyl)-1,2-diphenylethane-1,2-diamine; piperidinomethyl polystyrene; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; 2: Mannich-type reaction;
DOI:10.1021/ja0281840