methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate

Base Information

• Chemical Name: methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate
• CAS No.: 1362826-23-0
• Molecular Formula: C₃₂H₃₃NO₆S₂
• Molecular Weight: 591.749
• Mol file: 1362826-23-0.mol

Synonyms:methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate

Chemical Property of methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate

There total 6 articles about methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate 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: 66.0%

methyl (2S)-3-methyl-2-{N-[3-(2-{3-[(4-methylbenzene)sulfonyl]prop-1-yn-1-yl}phenyl)prop-2-yn-1-yl](4-methylbenzene)sulfonamido}butanoate (1362825-50-0) → methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate (1362826-23-0)

Guidance literature:

With mesoporous silica grafted with a tertiary amino group (GA-SBA-15); In acetonitrile; at 80 ℃; for 18h; enantioselective reaction; Inert atmosphere;

DOI:10.1021/jo202580y

Reference yield:

C26H29NO7S2 → methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate (1362826-23-0)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

3: mesoporous silica grafted with a tertiary amino group (GA-SBA-15) / acetonitrile / 18 h / 80 °C / Inert atmosphere

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jo202580y

Reference yield:

methyl (2S)-3-methyl-2-{N-[3-(2-{3-[(4-methylphenyl)sulfanyl]prop-1-yn-1-yl}phenyl)prop-2-yn-1-yl](4-methylbenzene)sulfonamido}butanoate (1362825-47-5) → methyl (2S)-3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]-methyl}naphthalen-2-yl)methyl](4-methylbenzene)-sulfonamido}but-3-enoate (1362826-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.67 h / 0 °C / Inert atmosphere

2: mesoporous silica grafted with a tertiary amino group (GA-SBA-15) / acetonitrile / 18 h / 80 °C / Inert atmosphere

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1021/jo202580y

upstream raw materials:

methyl (2S)-3-methyl-2-{N-[3-(2-{3-[(4-methylphenyl)sulfanyl]prop-1-yn-1-yl}phenyl)prop-2-yn-1-yl](4-methylbenzene)sulfonamido}butanoate

methyl (2S)-3-methyl-2-{N-[3-(2-{3-[(4-methylbenzene)sulfonyl]prop-1-yn-1-yl}phenyl)prop-2-yn-1-yl](4-methylbenzene)sulfonamido}butanoate

methyl (2S)-2-{N-[3-(2-iodophenyl)prop-2-yn-1-yl](4-methylbenzene)sulfonamido}-3-methylbutanoate

methyl (2S)-2-(N-{3-[2-(3-hydroxyprop-1-yn-1-yl)phenyl]prop-2-yn-1-yl}(4-methylbenzene)sulfonamido)-3-methylbutanoate

Downstream raw materials:

methyl 3-methyl-2-{N-[(3-{[(4-methylbenzene)sulfonyl]methyl}naphthalen-2-yl)methyl](4-methylbenzene)sulfonamido}but-2-enoate