ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate

Base Information

• Chemical Name: ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate
• CAS No.: 159848-78-9
• Molecular Formula: C₁₈H₁₉NO₉S
• Molecular Weight: 425.416
• Mol file: 159848-78-9.mol

Synonyms:ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate

Chemical Property of ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate

There total 2 articles about ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)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: 73.0%

ethyl (2S,3R)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate (159848-77-8) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate (159848-78-9)

Guidance literature:

With pyridine; at 4 ℃; for 18h;

DOI:10.1016/S0040-4020(01)85520-4

Reference yield:

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) → ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate (159848-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / AD-mix-β, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 4 deg C, 11 h then rt., 4 h

2: 73 percent / pyridine / 18 h / 4 °C

With pyridine; methanesulfonamide; AD-mix-β; In water; tert-butyl alcohol;

DOI:10.1016/S0040-4020(01)85520-4

Reference yield: 87.0%

ethyl (2S,3R)-3-hydroxy-3-(4-methoxyphenyl)-2-(((4-nitrophenyl)sulfonyl)oxy)propanoate (159848-78-9) → ethyl (2RS,3R)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate

Guidance literature:

With lithium chloride; In N,N-dimethyl-formamide; at 85 ℃; for 14h;

DOI:10.1016/S0040-4020(01)85520-4

upstream raw materials:

ethyl (2S,3R)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

4-Nitrobenzenesulfonyl chloride

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Downstream raw materials:

ethyl (3S)-3-hydroxy-3-(4-methoxyphenyl)propanoate

(S)-2-tert-butyldimethylsiloxy-2-(4-methoxyphenyl)-1-formylethane

ethyl (S)-3-tert-butyldimethylsiloxy-3-(4-methoxyphenyl)propionate

methyl (3S,3'S)-3-<3'-tert-butyldimethylsiloxy-3'-(4-methoxyphenyl)propylamino>-3-(4-methoxyphenyl)propionate