(R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

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Chemical Name:(R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol
CAS No.:777096-27-2
Molecular Formula:C₃₂H₅₆O₆Si
Molecular Weight:564.879
Hs Code.:

Synonyms:(R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

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Chemical Property of (R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

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Technology Process of (R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

There total 12 articles about (R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol 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:

: 777096-26-1
[(E)-(1S,4R)-1-[(4R,5S)-2,2-Dimethyl-4-((R)-1-methyl-allyl)-[1,3]dioxan-5-yl]-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyloxy]-diethyl-isopropyl-silane

: 777096-27-2
(R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

Guidance literature:: [(E)-(1S,4R)-1-[(4R,5S)-2,2-Dimethyl-4-((R)-1-methyl-allyl)-[1,3]dioxan-5-yl]-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyloxy]-diethyl-isopropyl-silane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; diethyl ether;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; diethyl ether; Further stages.;
DOI:10.1021/ja0289649

Reference yield:

: 126889-55-2
diethyl(isopropyl)silyl trifluoromethanesulfonate

: 777096-27-2
(R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 2,6-lutidine

2.1: LiBH₄ / methanol; diethyl ether

3.1: DMAP; Et₃N

4.1: OsO₄; NMO

5.1: aq. NaIO₄

6.1: 97 percent / toluene / 17 h / -78 °C

7.1: K₂CO₃ / methanol

8.1: PPTs / acetone

9.1: 9-BBN / tetrahydrofuran; diethyl ether

9.2: aq. H₂O₂; NaOH / tetrahydrofuran; diethyl ether

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; pyridinium p-toluenesulfonate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; acetone; toluene; 6.1: Roush crotylation;
DOI:10.1021/ja0289649

Reference yield:

: 220213-54-7
(E)-(R)-5-(4-Methoxy-benzyloxy)-2,4-dimethyl-pent-2-en-1-ol

: 777096-27-2
(R)-3-{(4R,5S)-5-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butan-1-ol

Guidance literature:: Multi-step reaction with 11 steps

1.1: DMSO; (COCl)2; NEt₃ / -78 - 20 °C

2.1: Bu₂BOTf; Et₃N

3.1: 2,6-lutidine

4.1: LiBH₄ / methanol; diethyl ether

5.1: DMAP; Et₃N

6.1: OsO₄; NMO

7.1: aq. NaIO₄

8.1: 97 percent / toluene / 17 h / -78 °C

9.1: K₂CO₃ / methanol

10.1: PPTs / acetone

11.1: 9-BBN / tetrahydrofuran; diethyl ether

11.2: aq. H₂O₂; NaOH / tetrahydrofuran; diethyl ether

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium borohydride; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; pyridinium p-toluenesulfonate; potassium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; diethyl ether; acetone; toluene; 1.1: Swern oxidation / 8.1: Roush crotylation;
DOI:10.1021/ja0289649