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

Base Information

• Chemical Name: (3R,4S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol
• CAS No.: 911236-72-1
• Molecular Formula: C₂₅H₄₄O₄Si
• Molecular Weight: 436.707
• Mol file: 911236-72-1.mol

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

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

There total 7 articles about (3R,4S)-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: 79.0%

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-one (911236-71-0) → (3S,4S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol + (3R,4S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (911236-72-1)

Guidance literature:

With zinc(II) tetrahydroborate; In diethyl ether; at -40 - -25 ℃;

DOI:10.1021/ol0615782

Reference yield: 79.0%

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-one (911236-71-0) → (3R,4S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (911236-72-1)

Guidance literature:

With zinc borohydride; In diethyl ether; at -40 - -25 ℃;

DOI:10.1002/chem.200900776

Reference yield:

(S)-4-(4-Methoxy-benzyloxy)-6-methyl-hept-6-ene-1,3-diol (911236-94-7) → (3R,4S)-4-(4-Methoxy-benzyloxy)-6-methyl-1-triisopropylsilanyloxy-hept-6-en-3-ol (911236-72-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / imidazole / CH₂Cl₂

2: 100 percent / (COCl)2; DMSO / CH₂Cl₂ / 0.5 h / -78 °C

3: 79 percent / Zn(BH₄)2 / diethyl ether / -40 - -25 °C

With 1H-imidazole; zinc(II) tetrahydroborate; oxalyl dichloride; dimethyl sulfoxide; In diethyl ether; dichloromethane; 2: Swern oxidation;

DOI:10.1021/ol0615782

upstream raw materials:

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

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

(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:

(R)-3-{(S)-3-Benzyloxy-2-[(1R,2S)-2-(4-methoxy-benzyloxy)-4-methyl-1-(2-triisopropylsilanyloxy-ethyl)-pent-4-enyloxy]-propionyl}-4-isopropyl-oxazolidin-2-one

C₄₁H₅₈O₈

C₄₂H₆₀O₉

C₅₀H₆₈O₁₀