3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

Base Information

Chemical Name:3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester
CAS No.:186600-02-2
Molecular Formula:C₁₇H₂₆O₇S
Molecular Weight:374.455
Hs Code.:

Synonyms:3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

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Chemical Property of 3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

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Technology Process of 3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

There total 7 articles about 3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester 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: 78.0%

: 186600-01-1
3-[(1R,2S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(2-methoxy-ethoxymethoxy)-1-(3-triisopropylsilanyloxy-phenyl)-propylsulfanyl]-propionic acid methyl ester

: 186600-02-2
3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1246/cl.1997.15

Reference yield:

: 14755-02-3,588-30-7
3-hydroxy-trans-cinnamic acid

: 186600-02-2
3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / H₂SO₄

2: 94 percent / Et₃N / CH₂Cl₂

3: 87 percent / LiAlH₄/AlCl₃ / diethyl ether

4: 93 percent / TBHP/(+)-diisopropyl tartrate/Ti(O-i-Pr₄)4, mol. sieves / CH₂Cl₂ / 12 h / -30 °C

5: 89 percent / Et₃N / methanol / Ambient temperature

6: 80 percent / DMP, Et₃N / CH₂Cl₂ / Ambient temperature

7: 95 percent / Huenigs base, mol. sieves / CH₂Cl₂ / Ambient temperature

8: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; L-(+)-diisopropyl tartrate; phthalic acid dimethyl ester; sulfuric acid; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1246/cl.1997.15

Reference yield:

: 66417-46-7
trans-3-(3-hydroxyphenyl)acrylic acid methyl ester

: 186600-02-2
3-[(1R,2S)-3-Hydroxy-1-(3-hydroxy-phenyl)-2-(2-methoxy-ethoxymethoxy)-propylsulfanyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 94 percent / Et₃N / CH₂Cl₂

2: 87 percent / LiAlH₄/AlCl₃ / diethyl ether

3: 93 percent / TBHP/(+)-diisopropyl tartrate/Ti(O-i-Pr₄)4, mol. sieves / CH₂Cl₂ / 12 h / -30 °C

4: 89 percent / Et₃N / methanol / Ambient temperature

5: 80 percent / DMP, Et₃N / CH₂Cl₂ / Ambient temperature

6: 95 percent / Huenigs base, mol. sieves / CH₂Cl₂ / Ambient temperature

7: 78 percent / tetrabutylammonium fluoride / tetrahydrofuran / Ambient temperature

With tert.-butylhydroperoxide; lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; L-(+)-diisopropyl tartrate; phthalic acid dimethyl ester; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1246/cl.1997.15