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

Base Information

• Chemical Name: 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
• CAS No.: 1592907-65-7
• Molecular Formula: C₂₉H₃₇N₃O₉
• Molecular Weight: 571.627
• Mol file: 1592907-65-7.mol

Synonyms: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

Chemical Property of 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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 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

There total 3 articles about 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 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: 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:

C15H21NO6 (958138-35-7) → 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:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 1 h / 20 °C / Inert atmosphere

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

With lithium borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; acetonitrile;

DOI:10.1002/ejoc.201301769

Reference yield:

C16H20N2O5 → 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:

Multi-step reaction with 2 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / acetonitrile / 1 h / 20 °C / Inert atmosphere

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

With lithium borohydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; acetonitrile;

DOI:10.1002/ejoc.201301769

upstream raw materials:

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

C₁₅H₂₁NO₆

Downstream raw materials:

(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

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