(2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

Base Information

Chemical Name:(2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate
CAS No.:1160052-60-7
Molecular Formula:C₂₈H₂₆N₂O₄S₂
Molecular Weight:518.657
Hs Code.:

Synonyms:(2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

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Chemical Property of (2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

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Technology Process of (2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

There total 3 articles about (2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate 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: 92.0%

: 81167-39-7
methyl N-(diphenylmethylene)glycinate

: 158293-42-6
4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide

: 1160052-60-7
(2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

Guidance literature:: 4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide; With C₂₅H₃₀Br₂N₄O₄; copper(II) acetate monohydrate; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

methyl N-(diphenylmethylene)glycinate; In tetrahydrofuran; at 0 ℃; for 25h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.200900118

Reference yield:

: 81167-39-7
methyl N-(diphenylmethylene)glycinate

: 158293-42-6
4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide

: 1160052-60-7
(2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

: 1251548-26-1
(2R,3S)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

: 1403163-74-5
(2S,3S)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

: methyl 2-[(diphenylmethylene)amino]-3-(4-methylphenylsulfonamide)-3-(2-thienyl)propanoate

Guidance literature:: With silver trifluoromethanesulfonate; (3,5-Dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl)-bis-((R)-1-phenyl-ethyl)-amine; In toluene; at 20 ℃; for 24h; Overall yield = 45 %; Overall yield = 28 mg; enantioselective reaction;
DOI:10.1016/j.tetasy.2014.11.009

Reference yield:

: 81167-39-7
methyl N-(diphenylmethylene)glycinate

: 158293-42-6
4-methyl-N-(thiophen-2-ylmethylene)benzenesulfonamide

: 1160052-60-7
(2S,3R)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

: 1251548-26-1
(2R,3S)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

: 1403163-74-5
(2S,3S)-methyl 2-(diphenylmethyleneamino)-3-(4-methylphenylsulfonamido)-3-(thiophen-2-yl)propanoate

Guidance literature:: With 2,6-bis((2R,4S,5S)-1-benzyl-4,5-diphenylimidazolidin-2-yl)pyridine; copper(II) bis(trifluoromethanesulfonate); N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃; for 27h; Overall yield = 91 %; stereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.201201537