3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane

Base Information

• Chemical Name: 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane
• CAS No.: 887602-20-2
• Molecular Formula: C₂₃H₃₈O₃Si
• Molecular Weight: 390.638
• Mol file: 887602-20-2.mol

Synonyms:3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane

Chemical Property of 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane

There total 5 articles about 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane 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: 65.0%

diisopropyl-{1-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-allyloxy}-prop-1-ynyl-silane (887602-19-9) → 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane (887602-20-2)

Guidance literature:

With triisopropoxytitanium(IV) chloride; isopropylmagnesium chloride; In diethyl ether; for 6h;

DOI:10.1021/ja0609708

Reference yield:

(2S,3S)-3-(Diisopropyl-prop-1-ynyl-silanyloxy)-2-methyl-pent-4-en-1-ol (887602-35-9) → 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane (887602-20-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CSA / CH₂Cl₂ / -10 - 20 °C

2: 65 percent / Ti(i-PrO)3Cl; i-PrMgCl / diethyl ether / 6 h

With triisopropoxytitanium(IV) chloride; camphor-10-sulfonic acid; isopropylmagnesium chloride; In diethyl ether; dichloromethane;

DOI:10.1021/ja0609708

Reference yield:

(4R,2'R,3'S)-4-benzyl-3-[3-hydroxy-2-methylpent-4-enoyl]-oxazolidin-2-one (321921-73-7) → 3-ethylidene-2,3-diisopropyl-5-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-4-methyl[1,2]oxasilolane (887602-20-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 1 h / 20 °C

2: 78 percent / LiBH₄ / tetrahydrofuran / 6 h / 0 °C

3: 82 percent / CSA / CH₂Cl₂ / -10 - 20 °C

4: 65 percent / Ti(i-PrO)3Cl; i-PrMgCl / diethyl ether / 6 h

With 1H-imidazole; triisopropoxytitanium(IV) chloride; lithium borohydride; camphor-10-sulfonic acid; isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ja0609708

upstream raw materials:

diisopropyl-{1-[2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-allyloxy}-prop-1-ynyl-silane

(2S,3S)-3-(Diisopropyl-prop-1-ynyl-silanyloxy)-2-methyl-pent-4-en-1-ol

(4R,2'R,3'S)-4-benzyl-3-[3-hydroxy-2-methylpent-4-enoyl]-oxazolidin-2-one

(R)-4-Benzyl-3-[(2R,3S)-3-(diisopropyl-prop-1-ynyl-silanyloxy)-2-methyl-pent-4-enoyl]-oxazolidin-2-one

Downstream raw materials:

(E)-(2S,3S,4S)-1-(4-Methoxy-benzyloxy)-2,4-dimethyl-hept-5-en-3-ol

(+)-(Z)-(2R,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dienal

(+)-(Z)-(2S,3S,4S)-3-(4-methoxybenzyloxy)-2,4-dimethylocta-5,7-dien-1-ol

(3Z,16Z,22E)-(5S,6S,7R,11S,13S,14R,15S,18S,20S,21R)-14,18,20,24-Tetrakis-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,7,11,13,15,21-hexamethyl-tetracosa-1,3,16,22-tetraen-8-one