2H-Pyran-6-carboxylicacid,2-ethoxy-3,4-dihydro-4-methyl-,ethylester,(2R,4R)-(9CI)

Base Information

Chemical Name:2H-Pyran-6-carboxylicacid,2-ethoxy-3,4-dihydro-4-methyl-,ethylester,(2R,4R)-(9CI)
CAS No.:216220-75-6
Molecular Formula:C₁₁H₁₈O₄
Molecular Weight:214.262
Hs Code.:
Mol file:216220-75-6.mol

Synonyms:2H-Pyran-6-carboxylicacid,2-ethoxy-3,4-dihydro-4-methyl-,ethylester,(2R,4R)-(9CI)

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Chemical Property of 2H-Pyran-6-carboxylicacid,2-ethoxy-3,4-dihydro-4-methyl-,ethylester,(2R,4R)-(9CI)

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Technology Process of 2H-Pyran-6-carboxylicacid,2-ethoxy-3,4-dihydro-4-methyl-,ethylester,(2R,4R)-(9CI)

There total 5 articles about 2H-Pyran-6-carboxylicacid,2-ethoxy-3,4-dihydro-4-methyl-,ethylester,(2R,4R)-(9CI) 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: 89.0%

: 118653-61-5
(E)-ethyl 2-oxo-3-pentenoate

: 109-92-2,25104-37-4
ethyl vinyl ether

: 216220-75-6,700871-34-7
(2R,4R)-6-carboethoxy-2-ethoxy-4-methyl-3,4-dihydro-2H-pyran

Guidance literature:: copper(II) bis(trifluoromethanesulfonate); 2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline]; In tetrahydrofuran; at -78 ℃;
DOI:10.1002/(SICI)1521-3773(19980918)37:17<2404::AID-ANIE2404>3.0.CO;2-D

Reference yield:

: 118653-61-5
(E)-ethyl 2-oxo-3-pentenoate

: 109-92-2,25104-37-4
ethyl vinyl ether

: 216220-75-6,700871-34-7
(2R,4R)-6-carboethoxy-2-ethoxy-4-methyl-3,4-dihydro-2H-pyran

: 700871-34-7
(4R,6S)-6-Ethoxy-4-methyl-5,6-dihydro-4H-pyran-2-carboxylic acid ethyl ester

Guidance literature:: With 3 A molecular sieve; [Cu((S,S)-t-Bu-box)(H₂O)2](OTf)2; In tetrahydrofuran; at 0 ℃; for 0.25h; Yield given; Yields of byproduct given;
DOI:10.1002/(SICI)1521-3773(19981231)37:24<3372::AID-ANIE3372>3.0.CO;2-K

Reference yield:

: 98253-69-1
2-(trimethylsilyloxy)acrylic acid ethyl ester

: 216220-75-6,700871-34-7
(2R,4R)-6-carboethoxy-2-ethoxy-4-methyl-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: BF₃*Et₂O / CH₂Cl₂ / -78 °C

1.2: 29 percent / Florisil / benzene / 25 °C

2.1: 87 percent / [Cu(2,2-bis(4(S)-tBu-oxazolidin-2-yl)propane)](OTf)2*2H₂O; MS 3A / tetrahydrofuran / 0 °C

With [Cu(2,2-bis(4(S)-tBu-oxazolidin-2-yl)propane)](OTf)2*2H₂O; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane; 1.1: Condensation / 1.2: Elimination / 2.1: Cycloaddition;
DOI:10.1021/ja992175i