(S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

Base Information

• Chemical Name: (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol
• CAS No.: 911236-95-8
• Molecular Formula: C₂₅H₄₄O₄Si
• Molecular Weight: 436.707
• Mol file: 911236-95-8.mol

Synonyms:(S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

Chemical Property of (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol

There total 4 articles about (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-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: 100.0%

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-hept-6-ene-1,3-diol (911236-94-7) + triisopropylsilyl chloride (13154-24-0) → (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (911236-95-8)

Guidance literature:

With 1H-imidazole; In dichloromethane;

DOI:10.1021/ol0615782

Reference yield:

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-3-oxo-hept-6-enoic acid ethyl ester (911236-70-9) → (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (911236-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

2: 100 percent / imidazole / CH₂Cl₂

With 1H-imidazole; lithium aluminium tetrahydride; In diethyl ether; dichloromethane;

DOI:10.1021/ol0615782

Reference yield:

(R)-4-Isopropyl-3-[(S)-2-(4-methoxy-benzyloxy)-4-methyl-pent-4-enoyl]-oxazolidin-2-one (911236-93-6) → (S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (911236-95-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: diisopropylamine; n-BuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: 84 percent / tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 80 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

3.1: 100 percent / imidazole / CH₂Cl₂

With 1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; diisopropylamine; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; 1.2: Claisen condensation;

DOI:10.1021/ol0615782

upstream raw materials:

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-hept-6-ene-1,3-diol

triisopropylsilyl chloride

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-3-oxo-hept-6-enoic acid ethyl ester

(R)-4-Isopropyl-3-[(S)-2-(4-methoxy-benzyloxy)-4-methyl-pent-4-enoyl]-oxazolidin-2-one

Downstream raw materials:

2-{2-[8-benzyloxy-9-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-propyl}-7-(4-methoxy-benzyloxy)-9,10a-dimethyl-6-(2-triisopropylsilanyloxy-ethyl)-octahydro-1,5-dioxa-benzocycloocten-3-one

2-{2-[8-benzyloxy-9-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-propyl}-7-(4-methoxy-benzyloxy)-9,10a-dimethyl-6-(2-triisopropylsilanyloxy-ethyl)-octahydro-1,5-dioxa-benzocycloocten-3-one

5-[8-benzyloxy-9-(2-benzyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-1-[3-hydroxy-7-(4-methoxy-benzyloxy)-3,5-dimethyl-8-(2-triisopropylsilanyloxy-ethyl)-oxocan-2-yl]-hex-1-en-3-one

C₆₄H₁₀₀O₉Si₂