(2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

Base Information

Chemical Name:(2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate
CAS No.:1592907-38-4
Molecular Formula:C₃₄H₃₈N₂O₈
Molecular Weight:602.684
Hs Code.:

Synonyms:(2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

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Chemical Property of (2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

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Technology Process of (2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

There total 1 articles about (2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate 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: 69.0%

: 958138-35-7
C₁₅H₂₁NO₆

: 1592907-23-7
C₁₉H₁₉NO₃

: 1592907-38-4
(2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1002/ejoc.201301769 DOI:10.1002/ejoc.201301769

Reference yield: 88.0%

: 1592907-38-4
(2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

: 1592907-53-3
N-allyl-N-((S)-1-((2S,3S)-2-(hydroxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylamino)-1-oxo-3-phenylpropan-2-yl)benzamide

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1002/ejoc.201301769

Reference yield:

: 1592907-38-4
(2S,3S)-ethyl 3-((S)-2-(N-allylbenzamido)-3-phenyl propanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

: (3S,10aS,15bS)-4-benzoyl-3-benzyl-13-((2-methoxyethoxy)methoxy)-4,5,8,10,10a,15b-hexahydro-1H-benzofuro[2,3-c][1,5,8]oxadiazacyclododecin-2(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium borohydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.08 h / 0 °C / Inert atmosphere

2.2: 6 h / 0 °C / Inert atmosphere

3.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 12 h / 20 °C / Inert atmosphere; Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; lithium borohydride; sodium hydride; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.201301769