1,5-Imidazolidinedicarboxylic acid, 3-[(S)-(4-methylphenyl)sulfinyl]-2-phenyl-4-(2-phenylethyl)-, 5-methyl 1-(phenylmethyl) ester, (2S,4R,5S)-

Base Information

• Chemical Name: 1,5-Imidazolidinedicarboxylic acid, 3-[(S)-(4-methylphenyl)sulfinyl]-2-phenyl-4-(2-phenylethyl)-, 5-methyl 1-(phenylmethyl) ester, (2S,4R,5S)-
• CAS No.: 675124-75-1
• Molecular Formula: C34H34N2O5S
• Molecular Weight: 582.72

Synonyms:

Chemical Property of 1,5-Imidazolidinedicarboxylic acid, 3-[(S)-(4-methylphenyl)sulfinyl]-2-phenyl-4-(2-phenylethyl)-, 5-methyl 1-(phenylmethyl) ester, (2S,4R,5S)-

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Technology Process of 1,5-Imidazolidinedicarboxylic acid, 3-[(S)-(4-methylphenyl)sulfinyl]-2-phenyl-4-(2-phenylethyl)-, 5-methyl 1-(phenylmethyl) ester, (2S,4R,5S)-

There total 1 articles about 1,5-Imidazolidinedicarboxylic acid, 3-[(S)-(4-methylphenyl)sulfinyl]-2-phenyl-4-(2-phenylethyl)-, 5-methyl 1-(phenylmethyl) ester, (2S,4R,5S)- 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: 75.0%

benzyl chloroformate (501-53-1,94274-21-2) + (+)-methyl [(2S,4S,5R,SS)-2-phenyl-5-(2-phenylethyl)-1-(p-tolylsulfinyl)-1,3-imidazolidin-4-yl]carboxylate (596823-42-6) → (+)-methyl [(2S,4R,5S,SS)-1-benzyloxycarbonyl-2-phenyl-4-(2-phenethyl)-3-(p-tolylsulfinyl)-1,3-imidazolidin-5-yl]carboxylate (675124-75-1)

Guidance literature:

With sodium hydroxide; In dichloromethane; water; at 0 - 20 ℃; for 25h;

DOI:10.1021/jo035613j

Reference yield: 65.0%

(+)-methyl [(2S,4R,5S,SS)-1-benzyloxycarbonyl-2-phenyl-4-(2-phenethyl)-3-(p-tolylsulfinyl)-1,3-imidazolidin-5-yl]carboxylate (675124-75-1) → (-)-methyl [(2S,3R)-3-amino-2-benzyloxycarbonylamino-5-phenyl]pentanoate

Guidance literature:

With phosphoric acid; In tetrahydrofuran; methanol; water; at 20 ℃; for 23h;

DOI:10.1021/jo035613j

Reference yield:

(+)-methyl [(2S,4R,5S,SS)-1-benzyloxycarbonyl-2-phenyl-4-(2-phenethyl)-3-(p-tolylsulfinyl)-1,3-imidazolidin-5-yl]carboxylate (675124-75-1) → (-)-methyl [(2S,3R)-3-amino-2-(benzyloxycarbonylamino)-5-phenyl]pentanoate (675124-86-4)

Guidance literature:

With phosphoric acid; In methanol; at 0 - 20 ℃; for 23h;

DOI:10.1016/j.tet.2007.05.062

upstream raw materials:

benzyl chloroformate

(+)-methyl [(2S,4S,5R,S_S)-2-phenyl-5-(2-phenylethyl)-1-(p-tolylsulfinyl)-1,3-imidazolidin-4-yl]carboxylate

Downstream raw materials:

(-)-methyl [(2S,3R)-3-amino-2-(benzyloxycarbonylamino)-5-phenyl]pentanoate

(+)-methyl [(2S,3R)-2-(benzyloxycarbonylamino)-3-(chloroacetylamino)-5-phenyl]pentanoate

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