N₁-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N₃-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide

Base Information

• Chemical Name: N₁-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N₃-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide
• CAS No.: 1385068-95-0
• Molecular Formula: C₂₁H₃₁N₃O₇S
• Molecular Weight: 469.559

Synonyms:N₁-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N₃-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide

Chemical Property of N₁-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N₃-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide

Chemical Property:

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Technology Process of N₁-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N₃-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide

There total 4 articles about N₁-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N₃-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide 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: 100.0%

N1-((S)-2-allyloxy-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-ethyl)-N3-but-3-enyl-5-(methanesulfonyl-methyl-amino)-isophthalamide (1385068-93-8) → N1-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N3-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide (1385068-95-0)

Guidance literature:

With acetic acid; In water; at 60 ℃; for 1.75h;

DOI:10.1016/j.bmc.2012.05.039

Reference yield:

(S)-2-(allyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanamine (1385068-39-2) → N1-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N3-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide (1385068-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide / 1,4-dioxane; water / 1.17 h / 20 °C

1.2: 16 h / 20 °C

2.1: acetic acid / water / 1.75 h / 60 °C

With acetic acid; lithium hydroxide; In 1,4-dioxane; water;

DOI:10.1016/j.bmc.2012.05.039

Reference yield:

methyl 3-(but-3-en-1-ylcarbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate (1385068-88-1) → N1-((2S,3S)-1-(allyloxy)-3,4-dihydroxybutan-2-yl)-N3-(but-3-en-1-yl)-5-(N-methylmethylsulfonamido)isophthalamide (1385068-95-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium hydroxide / 1,4-dioxane; water / 1.17 h / 20 °C

1.2: 16 h / 20 °C

2.1: acetic acid / water / 1.75 h / 60 °C

With acetic acid; lithium hydroxide; In 1,4-dioxane; water;

DOI:10.1016/j.bmc.2012.05.039

upstream raw materials:

(S)-2-(allyloxy)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethanamine

methyl 3-(but-3-en-1-ylcarbamoyl)-5-(n-methylmethyl-sulfonamido)benzoate

N₁-((S)-2-allyloxy-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-ethyl)-N₃-but-3-enyl-5-(methanesulfonyl-methyl-amino)-isophthalamide

3-(methoxycarbonyl)-5-[methyl(methylsulfonyl)amino]benzoic acid

Downstream raw materials:

toluene-4-sulfonic acid (S)-2-hydroxy-2-[(E)-(S)-16-(methanesulfonyl-methyl-amino)-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,8,14,16-tetraen-4-yl]-ethyl ester

N-((E)-(S)-4-[(R)-1-hydroxy-2-(3-isopropyl-benzylamino)-ethyl]-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁸⁾,8,14,16-tetraen-16-yl)-N-methyl-methanesulfonamide

N-[(E)-(S)-4-((R)-2-benzylamino-1-hydroxy-ethyl)-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁷⁾,8,14⁽¹⁸⁾,15-tetraen-16-yl]-N-methyl-methanesulfonamide

N-((E)-(S)-4-[(R)-2-(3-tert-butyl-benzylamino)-1-hydroxy-ethyl]-2,13-dioxo-6-oxa-3,12-diaza-bicyclo[12.3.1]octadeca-1⁽¹⁷⁾,8,14⁽¹⁸⁾,15-tetraen-16-yl)-N-methyl-methanesulfonamide

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