ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

Base Information

Chemical Name:ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate
CAS No.:925672-13-5
Molecular Formula:C₃₄H₃₆O₆
Molecular Weight:540.656
Hs Code.:

Synonyms:ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

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Chemical Property of ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

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Technology Process of ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

There total 4 articles about ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate 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: 64.0%

: 925672-11-3
ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]acetate

: 109-94-4
formic acid ethyl ester

: 74-88-4
methyl iodide

: 925672-13-5
ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

Guidance literature:: ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]acetate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

formic acid ethyl ester; In tetrahydrofuran; hexane; at 20 ℃; for 12h;

methyl iodide; In N,N-dimethyl-formamide; at 20 ℃; for 4h;
DOI:10.1016/j.bmc.2006.10.043

Reference yield:

: 925672-01-1
(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl methanesulfonate

: 925672-13-5
ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / tetrahydrofuran / 1 h / 20 °C

1.2: 72 percent / tetrahydrofuran / 48 h / 38 °C

2.1: 86 percent / LiCl; H₂O / dimethylsulfoxide / 3 h / 175 °C

3.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: tetrahydrofuran; hexane / 12 h / 20 °C

3.3: 64 percent / dimethylformamide / 4 h / 20 °C

With water; sodium hydride; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2006.10.043

Reference yield:

: 925672-10-2
diethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]malonate

: 925672-13-5
ethyl 2-[(1S,2R,3R)-2,3-(isopropylidenedioxy)-4-(trityloxymethyl)-4-cyclopenten-1-yl]-3-methoxyacrylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / LiCl; H₂O / dimethylsulfoxide / 3 h / 175 °C

2.1: lithium diisopropylamide / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: tetrahydrofuran; hexane / 12 h / 20 °C

2.3: 64 percent / dimethylformamide / 4 h / 20 °C

With water; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; hexane; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2006.10.043