(2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

Base Information

• Chemical Name: (2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate
• CAS No.: 1592907-51-1
• Molecular Formula: C₃₁H₃₉N₃O₁₀
• Molecular Weight: 613.665
• Mol file: 1592907-51-1.mol

Synonyms:(2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

Chemical Property of (2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

There total 1 articles about (2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-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: 75.0%

C15H21NO6 (958138-35-7) + C16H20N2O5 → (2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate (1592907-51-1)

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: 80.0%

(2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate (1592907-51-1) → N-allyl-N-((S)-1-((2S,3S)-2-(hydroxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylamino)-4-methyl-1-oxopentan-2-yl)-4-nitrobenzamide (1592907-65-7)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/ejoc.201301769

Reference yield:

(2S,3S)-ethyl 3-((S)-2-(N-allyl-4-nitrobenzamido)-4-methylpentanamido)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate (1592907-51-1) → N-allyl-N-((S)-1-((2S,3S)-2-(allyloxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylamino)-4-methyl-1-oxopentan-2-yl)-4-nitrobenzamide (1592907-81-7)

Guidance literature:

Multi-step reaction with 2 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

With lithium borohydride; sodium hydride; In tetrahydrofuran;

DOI:10.1002/ejoc.201301769

upstream raw materials:

C₁₅H₂₁NO₆

Downstream raw materials:

N-allyl-N-((S)-1-((2S,3S)-2-(hydroxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylamino)-4-methyl-1-oxopentan-2-yl)-4-nitrobenzamide

N-allyl-N-((S)-1-((2S,3S)-2-(allyloxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylamino)-4-methyl-1-oxopentan-2-yl)-4-nitrobenzamide

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