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

Base Information

• Chemical Name: (+)-[(5R,6S,Ss)-6-amino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate
• CAS No.: 675124-88-6
• Molecular Formula: C₂₂H₃₀N₂O₆S₂
• Molecular Weight: 482.622

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

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

Chemical Property:

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

There total 1 articles about (+)-[(5R,6S,Ss)-6-amino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate 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: 68.0%

(+)-methyl [(2S,4R,5S,Ss)-2-phenyl-1-(p-tolylsulfinyl)-5-[4-(toluenesulfonyloxy)butyl]-1,3-imidazolidin-4-yl]carboxylate → (+)-[(5R,6S,Ss)-6-amino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate (675124-88-6)

Guidance literature:

With phosphoric acid; In tetrahydrofuran; water; at 0 - 20 ℃; for 4.5h;

DOI:10.1021/jo035613j

Reference yield: 81.0%

benzyl chloroformate (501-53-1,94274-21-2) + (+)-[(5R,6S,Ss)-6-amino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate (675124-88-6) → (+)-[(5R,6S,Ss)-6-benzyloxycarbonylamino-6-(methoxycarbonyl)-5-(p-tolylsulfinylamino)]hexyl p-tolylsulfonate (675125-01-6)

Guidance literature:

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

DOI:10.1021/jo035613j

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

Downstream raw materials:

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

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

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

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

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