(+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate

Base Information

• Chemical Name: (+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate
• CAS No.: 948591-15-9
• Molecular Formula: C₂₇H₃₈N₂O₈S₂
• Molecular Weight: 582.739

Synonyms:(+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate

Chemical Property of (+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate

Chemical Property:

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Technology Process of (+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate

There total 1 articles about (+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate 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: 65.0%

di-tert-butyl dicarbonate (24424-99-5) + (+)-[(5R,6S,Ss)-6-amino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate (675124-88-6) → (+)-methyl [(2S,3R,SS)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate (948591-15-9)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; for 4h;

DOI:10.1016/j.tet.2007.05.062

Reference yield: 60.0%

(+)-methyl [(2S,3R,SS)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate (948591-15-9) → methyl (2S)-[2-(tert-butoxycarbonylamino)-2-((2'R)-piperidin-2'-yl)]acetate (948591-17-1) + (-)-2-(tert-butyl)-1-methyl (1S,8aR)-3-oxohexahydroimidazo[1,5-a]pyridin-1,2-(3H)dicarboxylate

Guidance literature:

(+)-methyl [(2S,3R,S_S)-2-(tert-butoxycarbonylamino)-3-(p-tolylsulfinylamino)-7-(p-tolylsulfonyloxy)]heptanoate; With phosphoric acid; In methanol; water; at 0 - 20 ℃; for 21h;

With potassium carbonate; In methanol; water; at 0 ℃; for 0.75h; Further stages.;

DOI:10.1016/j.tet.2007.05.062

upstream raw materials:

di-tert-butyl dicarbonate

(+)-[(5R,6S,Ss)-6-amino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate

Downstream raw materials:

methyl (2S)-[2-(tert-butoxycarbonylamino)-2-((2'R)-piperidin-2'-yl)]acetate

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