3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)

Base Information

Chemical Name:3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)
CAS No.:503605-20-7
Molecular Formula:C8H10O3
Molecular Weight:154.1632
Hs Code.:
Mol file:503605-20-7.mol

Synonyms:3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)

Suppliers and Price of 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)

Chemical Property:

PSA：43.37000
LogP:0.69310

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (9CI)

There total 5 articles about 3-Furancarboxaldehyde, tetrahydro-5-oxo-2-(2-propenyl)-, (2S,3R)- (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: 68.0%

: 343984-02-1
(1S,2S,3S)-(-)-oxalic acid 2-ethoxycarbonyl-3-formylcyclopropyl ester methyl ester

: 762-72-1
allyl-trimethyl-silane

: 503605-20-7
(2S,3R)-2-allyl-5-oxotetrahydrofuran-3-carbaldehyde

Guidance literature:: (1S,2S,3S)-(-)-oxalic acid 2-ethoxycarbonyl-3-formylcyclopropyl ester methyl ester; With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h;

allyl-trimethyl-silane; In dichloromethane; at -78 ℃; for 20h;

With triethylamine; In deuteromethanol; at 0 ℃; for 18h; diastereoselective reaction;
DOI:10.1002/chem.201402735

Reference yield:

: oxalic acid 2-ethoxycarbonyl-3-(1'-hydroxy-but-3-enyl)-cyclopropyl ester methyl ester

: 503605-20-7
(2S,3R)-2-allyl-5-oxotetrahydrofuran-3-carbaldehyde

: (2R,3R)-2-allyl-5-oxotetrahydrofuran-3-carbaldehyde

Guidance literature:: With barium dihydroxide; In methanol; at 0 ℃; Title compound not separated from byproducts;
DOI:10.1021/ol034141s

Reference yield:

: 611-13-2
2-furoic acid methyl ester

: 503605-20-7
(2S,3R)-2-allyl-5-oxotetrahydrofuran-3-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: 53 percent / Cu(OTf)2; (S,S)-2,2-bis(4,4-di-t-Bu-2-1,3-oxazolin-2-yl)propane; PhNHNH₂ / CH₂Cl₂ / 12 h / 0 °C

2.1: O₃ / CH₂Cl₂ / -78 °C

2.2: 94 percent / Me₂S / CH₂Cl₂ / 24 h / -78 - 20 °C

3.1: BF₃*Et₂O / CH₂Cl₂ / 24 h / -78 °C

4.1: Ba(OH)2*8H₂O / methanol / 0 °C

With barium dihydroxide; (S,S)-2,2-bis(4,4-di-t-Bu-2-1,3-oxazolin-2-yl)propane; boron trifluoride diethyl etherate; copper(II) bis(trifluoromethanesulfonate); ozone; phenylhydrazine; In methanol; dichloromethane;
DOI:10.1021/ol034141s