(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

Base Information

Chemical Name:(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol
CAS No.:224578-29-4
Molecular Formula:C₃₂H₅₃NO₇Si
Molecular Weight:591.861
Hs Code.:

Synonyms:(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

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Chemical Property of (E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

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Technology Process of (E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

There total 12 articles about (E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-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:

: 224578-44-3
(E)-(4R,5S,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-one

: (E)-(3S,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

: 224578-29-4
(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at 0 ℃; Yield given; Yields of byproduct given;
DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

: 128461-65-4
3-(p-methoxybenzyloxy)propanal

: 224578-29-4
(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 96 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

2: 84 percent / i-Pr₂NEt

3: 89 percent / LiBH₄ / diethyl ether; H₂O

4: Swern

5: Bu₂BOTf, Et₃N / CH₂Cl₂ / -40 °C

6: 84 percent / imidazole / CH₂Cl₂

7: 89 percent / tetrahydrofuran

8: 88 percent / n-BuLi / tetrahydrofuran / -78 °C

9: NaH / tetrahydrofuran

10: NaBH₄, CeCl₃*7H₂O / methanol / 0 °C

With 1H-imidazole; sodium tetrahydroborate; lithium borohydride; n-butyllithium; cerium(III) chloride; di-n-butylboryl trifluoromethanesulfonate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 224578-29-4
(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 70 percent

2: 94 percent / Swem oxidation

3: 96 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

4: 84 percent / i-Pr₂NEt

5: 89 percent / LiBH₄ / diethyl ether; H₂O

6: Swern

7: Bu₂BOTf, Et₃N / CH₂Cl₂ / -40 °C

8: 84 percent / imidazole / CH₂Cl₂

9: 89 percent / tetrahydrofuran

10: 88 percent / n-BuLi / tetrahydrofuran / -78 °C

11: NaH / tetrahydrofuran

12: NaBH₄, CeCl₃*7H₂O / methanol / 0 °C

With 1H-imidazole; sodium tetrahydroborate; lithium borohydride; n-butyllithium; cerium(III) chloride; di-n-butylboryl trifluoromethanesulfonate; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4039(99)00209-9