2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

Base Information

Chemical Name:2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one
CAS No.:862465-76-7
Molecular Formula:C₂₉H₃₈O₅
Molecular Weight:466.618
Hs Code.:

Synonyms:2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

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Chemical Property of 2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

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Technology Process of 2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

There total 7 articles about 2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-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:

: (S)-2-{(4R,5R,6S)-6-[(E)-(1R,2R)-2-(4-Methoxy-benzyloxy)-1-methyl-4-phenyl-but-3-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-propan-1-ol

: 862465-76-7
2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

Guidance literature:: With pyridine; Dess-Martin periodane; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ol051225n

Reference yield:

: 862465-73-4
1-(4'R-benzyl-2'-oxo-oxazolidin-3'-yl)-5S-hydroxy-7R-(4-methoxy-benzyloxy)-2R,4S,6R-trimethyl-9-phenyl-non-8-ene-1,3-dione

: 862465-76-7
2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / 2,6-lutidine / CH₂Cl₂ / 1.5 h / -78 °C

2: Zn(BH₄)2 / CH₂Cl₂; diethyl ether / -35 - -25 °C

3: HF*pyridine; pyridine / tetrahydrofuran / 4.5 h / 20 °C

4: 340 mg / camphorsulfonic acid / 5 h / 20 °C

5: LiAlH₄ / tetrahydrofuran

6: 0.306 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; 2,6-dimethylpyridine; lithium aluminium tetrahydride; zinc(II) tetrahydroborate; camphor-10-sulfonic acid; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; diethyl ether; dichloromethane; 6: Dess-Martin oxidation;
DOI:10.1021/ol051225n

Reference yield:

: (R)-4-Benzyl-3-[(E)-(2R,3S,4S,5R,6S,7R)-3,5-dihydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-9-phenyl-non-8-enoyl]-oxazolidin-2-one

: 862465-76-7
2-(6-{(3E)-(1R,2R)-2-[(4-methoxyphenyl)methoxy]-1-methyl-4-phenylbut-3-enyl}-(4S,5S,6S)-2,2,5-trimethyl(1,3-dioxan-4-yl))(2R)-propan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: 340 mg / camphorsulfonic acid / 5 h / 20 °C

2: LiAlH₄ / tetrahydrofuran

3: 0.306 g / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 3 h / 20 °C

With pyridine; lithium aluminium tetrahydride; camphor-10-sulfonic acid; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 3: Dess-Martin oxidation;
DOI:10.1021/ol051225n