(2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

Base Information

Chemical Name:(2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide
CAS No.:315178-33-7
Molecular Formula:C₃₃H₃₀O₇
Molecular Weight:538.597
Hs Code.:

Synonyms:(2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

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Chemical Property of (2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

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Technology Process of (2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

There total 1 articles about (2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide 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: 41.0%

: 5780-00-7
2-methoxy-4,5-methylenedioxybenzaldehyde

: 73968-62-4
(5S)-5-[(trityloxy)methyl]tetrahydro-2-furanone

: 315178-33-7
(2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

: 315178-40-6
(2S,4S)-2-[(1R)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

Guidance literature:: (5S)-5-[(trityloxy)methyl]tetrahydro-2-furanone; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -75 ℃; for 0.5h;

2-methoxy-4,5-methylenedioxybenzaldehyde; In tetrahydrofuran; hexane; at -75 ℃; for 1h;
DOI:10.1271/bbb.64.2209

Reference yield: 93.0%

: 107-30-2
chloromethyl methyl ether

: 315178-33-7
(2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

: 315178-34-8
(2S,4S)-2-[(1S)-1-methoxymethoxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1271/bbb.64.2209

Reference yield:

: 315178-33-7
(2S,4S)-2-[(1S)-1-hydroxy-1-(2-methoxy-4,5-methylenedioxyphenyl)methyl]-5-trityloxy-4-pentanolide

: (2R,4S)-2-[(S)-(6-Methoxy-benzo[1,3]dioxol-5-yl)-methoxymethoxy-methyl]-5-trityloxy-pentane-1,4-diol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

2: LiAlH₄ / tetrahydrofuran / 0.5 h / 0 °C

With lithium aluminium tetrahydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1271/bbb.64.2209