(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

Base Information

Chemical Name:(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate
CAS No.:297153-49-2
Molecular Formula:C₅₀H₆₃NO₅SSi
Molecular Weight:818.205
Hs Code.:

(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

Synonyms:(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of (1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

There total 1 articles about (1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate 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: 77.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 187324-67-0
(1S,2R)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate

: (2E)-2-methyl-5-(2'-naphthyl)-2-pentenal

: 297153-49-2
(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

Guidance literature:: (1S,2R)-2-(N-benzyl-N-mesitylenesulfonyl)amino-1-phenyl-1-propyl propionate; (2E)-2-methyl-5-(2'-naphthyl)-2-pentenal; With triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In dichloromethane; at -78 ℃; for 1h;

t-butyldimethylsiyl triflate; With 2,6-dimethylpyridine; In dichloromethane; at 0 ℃; for 0.333333h; Further stages.;
DOI:10.1021/jo000453m

Reference yield: 77.0%

: 297153-49-2
(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

: 187324-64-7
(1S,2R)-2-[N-benzyl-N-(mesitylenesulfonyl)amino]-1-phenyl-1-propanol

: 297153-50-5
(2R,3R,4E)-3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; at 90 ℃; for 9h;
DOI:10.1021/jo000453m

Reference yield:

: 297153-49-2
(1'S,2'R,2S,3R,4E)-2'-(N-benzyl-N-mesitylenesulfonyl)amino-1'-phenyl-1'-propyl 3-tert-butyldimethylsilyloxy-2,4-dimethyl-7-(2''-naphthyl)-4-heptenoate

: (2E,8E,12E)-(10R,11R)-11-Hydroxy-2,10,12-trimethyl-15-naphthalen-2-yl-pentadeca-2,8,12-trien-6-ynoic acid ((S)-1-hydroxymethyl-2-phenyl-ethyl)-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / LiBH₄ / tetrahydrofuran / 9 h / 90 °C

2: 89 percent / NMO; TPAP / CH₂Cl₂ / 1 h / 20 °C

3: 75 percent / CrCl₂ / tetrahydrofuran / 3 h / 0 °C

4: 97 percent / tert-butylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

5: (Ph₃)2PdCl₂; CuI; i-Pr₂NH / ethyl acetate / 0 - 20 °C

With chromium dichloride; copper(l) iodide; lithium borohydride; N-methyl-2-indolinone; tetrapropylammonium perruthennate; tert-butyl-ammonium fluoride; (Ph₃)2PdCl₂; diisopropylamine; In tetrahydrofuran; dichloromethane; ethyl acetate; 1: Reduction / 2: Oxidation / 3: Condensation / 4: Hydrolysis / 5: Condensation;
DOI:10.1021/jo000453m