(Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

Base Information

Chemical Name:(Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester
CAS No.:202062-59-7
Molecular Formula:C₂₂H₃₄O₅Si
Molecular Weight:406.594
Hs Code.:

Synonyms:(Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

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Chemical Property of (Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

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Technology Process of (Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

There total 1 articles about (Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester 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: 85.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: (Z)-5-(3-Hydroxymethyl-3-methyl-oxiranyl)-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

: 202062-59-7
(Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield: 69.0%

: 202062-59-7
(Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

: 202062-60-0
(1R,2R,3S)-3-Hydroxy-2-(4-methoxy-benzyloxymethyl)-2-methyl-6-methylene-cyclohexanecarboxylic acid methyl ester

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -60 ℃; for 1h;
DOI:10.1016/S0040-4039(97)10554-8

Reference yield:

: 202062-59-7
(Z)-5-[(2S,3S)-3-(4-Methoxy-benzyloxymethyl)-3-methyl-oxiranyl]-3-trimethylsilanylmethyl-pent-2-enoic acid methyl ester

: [(3aS,4R,5R,6S,7aS)-6-Benzyloxy-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-(4-methoxy-benzyloxymethyl)-2,2,5-trimethyl-tetrahydro-benzo[1,3]dioxol-3a-yl]-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 69 percent / BF₃*OEt₂, 4 Angstroem molecular sieves / CH₂Cl₂ / 1 h / -60 °C

2: LiAlH₄ / diethyl ether / 1 h / 0 deg C up to RT

3: 97 percent / imidazole / CH₂Cl₂ / 0 deg C up to RT

4: 99 percent / nBu₄NI, KH / tetrahydrofuran / Ambient temperature

5: 84 percent / SeO₂, 70percent TBHP, salicylic acid / CH₂Cl₂ / 12 h / Ambient temperature

6: 82 percent / OsO₄, Me₃NO / acetone; H₂O / 36 h / Ambient temperature

7: 97 percent / DMAP / CH₂Cl₂ / 0 deg C up to RT

8: 96 percent / CSA / CH₂Cl₂ / Ambient temperature

9: LiAlH₄ / diethyl ether / 1 h / 0 deg C up to RT

With 1H-imidazole; tert.-butylhydroperoxide; dmap; osmium(VIII) oxide; lithium aluminium tetrahydride; selenium(IV) oxide; trimethylamine-N-oxide; 4 A molecular sieve; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; potassium hydride; salicylic acid; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(97)10554-8