(2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

Base Information

Chemical Name:(2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one
CAS No.:436150-92-4
Molecular Formula:C₁₆H₂₀O₄
Molecular Weight:276.332
Hs Code.:

Synonyms:(2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

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Chemical Property of (2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

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Technology Process of (2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

There total 6 articles about (2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one 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:

: 54125-02-9
danishefsky's diene

: 132969-60-9
(2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal

: 436150-92-4
(2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

: (2S,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

Guidance literature:: danishefsky's diene; (2S)-3-[(4-methoxybenzyl)oxy]-2-methylpropanal; With barium(II) oxide; (1R,2S)-1-amino-2-hydroxyindan Schiff base-Cr(III); In ethyl acetate; at 4 ℃; for 22.5h;

With trifluoroacetic acid; In ethyl acetate; at 0 - 20 ℃; Further stages.;
DOI:10.1021/ol0258785

Reference yield:

: 3-(4-methoxy-benzyloxy)-2-methyl-propionaldehyde

: 54125-02-9
danishefsky's diene

: (R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,3-dihydro-pyran-4-one

: 436150-92-4
(2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

: (S)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-2,3-dihydro-pyran-4-one

: (2S,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

Guidance literature:: 3-(4-methoxy-benzyloxy)-2-methyl-propionaldehyde; danishefsky's diene; With barium(II) oxide; Schiff base-Cr(III)-Cl; In ethyl acetate; at 20 ℃; for 24h;

With trifluoroacetic acid; In ethyl acetate; for 0.166667h; Further stages.;
DOI:10.1021/ol0258785

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 436150-92-4
(2R,1'S)-2-[2'(4-methoxy-benzyloxy)-1'-methylethyl]-2,3-dihydro-4H-pyran-4-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / PPTS / CH₂Cl₂; hexane / 18 h / 20 °C

2.1: 97 percent / LiAlH₄ / tetrahydrofuran / 0 - 20 °C

3.1: 85 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h

4.1: barium oxide / (1S,2R)-1-amino-2-hydroxyindan Schiff base-Cr(III) complex / ethyl acetate / 22.5 h / 4 °C

4.2: TFA / ethyl acetate / 0 - 20 °C

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; Dess-Martin periodane; barium(II) oxide; (1S,2R)-1-amino-2-hydroxyindan Schiff base-Cr(III); In tetrahydrofuran; hexane; dichloromethane; ethyl acetate; 3.1: Dess-Martin oxydation / 4.1: hetero-Diels-Alder cycloaddition;
DOI:10.1021/ol0258785