(E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

Base Information

Chemical Name:(E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol
CAS No.:692749-37-4
Molecular Formula:C₄₃H₈₁NO₇Si₃
Molecular Weight:808.375
Hs Code.:

(E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

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Chemical Property of (E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

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Technology Process of (E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

There total 7 articles about (E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-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:

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

: 692749-37-4
(E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 95 percent / 2-iodylbenzoic acid

2: 93 percent / Bu₂BOTf; Et₃N

3: LiBH₄

4: 95 percent / OsO₄; 4-methylmorpholine 4-oxide

5: 84 percent / NaIO₄

6: 99 percent / Bu₂BOTf; Et₃N

7: LiBH₄

8: 64 percent / PhNCO

With sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; 2-iodoxybenzoic acid; phenyl isocyanate; 4-methylmorpholine N-oxide; triethylamine; 2: Evans aldol reaction / 8: Evans aldol reaction;
DOI:10.1002/anie.200353348

Reference yield:

: 692749-33-0
(S)-3-[(E)-(2S,3S,6R)-3-Hydroxy-7-(4-methoxy-benzyloxy)-4,6-dimethyl-2-vinyl-hept-4-enoyl]-4-isopropyl-oxazolidin-2-one

: 692749-37-4
(E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1: LiBH₄

2: 95 percent / OsO₄; 4-methylmorpholine 4-oxide

3: 84 percent / NaIO₄

4: 99 percent / Bu₂BOTf; Et₃N

5: LiBH₄

6: 64 percent / PhNCO

With sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; phenyl isocyanate; 4-methylmorpholine N-oxide; triethylamine; 6: Evans aldol reaction;
DOI:10.1002/anie.200353348

Reference yield:

: 692749-34-1
1-[(E)-(2R,5S,6R)-5-(tert-Butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,4-dimethyl-octa-3,7-dienyloxymethyl]-4-methoxy-benzene

: 692749-37-4
(E)-(2S,3R,4S,5S,8R)-1,5-Bis-(tert-butyl-dimethyl-silanyloxy)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-(3-ethyl-4,5-dihydro-isoxazol-5-yl)-9-(4-methoxy-benzyloxy)-6,8-dimethyl-non-6-en-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / OsO₄; 4-methylmorpholine 4-oxide

2: 84 percent / NaIO₄

3: 99 percent / Bu₂BOTf; Et₃N

4: LiBH₄

5: 64 percent / PhNCO

With sodium periodate; osmium(VIII) oxide; lithium borohydride; di-n-butylboryl trifluoromethanesulfonate; phenyl isocyanate; 4-methylmorpholine N-oxide; triethylamine; 3: Evans aldol reaction;
DOI:10.1002/anie.200353348