(2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

Base Information

Chemical Name:(2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol
CAS No.:777096-46-5
Molecular Formula:C₂₉H₅₀O₅Si
Molecular Weight:506.798
Hs Code.:

Synonyms:(2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

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Chemical Property of (2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

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Technology Process of (2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

There total 10 articles about (2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol 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:

: 497056-64-1
Acetic acid (E)-(2S,3S,6R)-3-(diethyl-isopropyl-silanyloxy)-2-((1R,2R)-1-hydroxy-2-methyl-but-3-enyl)-7-(4-methoxy-benzyloxy)-4,6-dimethyl-hept-4-enyl ester

: 777096-46-5
(2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

Guidance literature:: With potassium carbonate; In methanol;
DOI:10.1021/ja0289649

Reference yield:

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

: 777096-46-5
(2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

Guidance literature:: Multi-step reaction with 7 steps

1: 2,6-lutidine

2: LiBH₄ / methanol; diethyl ether

3: DMAP; Et₃N

4: OsO₄; NMO

5: aq. NaIO₄

6: 97 percent / toluene / 17 h / -78 °C

7: K₂CO₃ / methanol

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; potassium carbonate; triethylamine; In methanol; diethyl ether; toluene; 6: 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

: 777096-46-5
(2S,3R,4R)-2-[(E)-(1S,4R)-1-(Diethyl-isopropyl-silanyloxy)-5-(4-methoxy-benzyloxy)-2,4-dimethyl-pent-2-enyl]-4-methyl-hex-5-ene-1,3-diol

Guidance literature:: Multi-step reaction with 9 steps

1: DMSO; (COCl)2; NEt₃ / -78 - 20 °C

2: Bu₂BOTf; Et₃N

3: 2,6-lutidine

4: LiBH₄ / methanol; diethyl ether

5: DMAP; Et₃N

6: OsO₄; NMO

7: aq. NaIO₄

8: 97 percent / toluene / 17 h / -78 °C

9: K₂CO₃ / methanol

With 2,6-dimethylpyridine; dmap; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; oxalyl dichloride; di-n-butylboryl trifluoromethanesulfonate; potassium carbonate; dimethyl sulfoxide; triethylamine; In methanol; diethyl ether; toluene; 1: Swern oxidation / 8: Roush crotylation;
DOI:10.1021/ja0289649