(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde

Base Information

• Chemical Name: (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde
• CAS No.: 116386-61-9
• Molecular Formula: C₁₇H₃₄O₃Si
• Molecular Weight: 314.541
• Mol file: 116386-61-9.mol

Synonyms:(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde

Chemical Property of (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde

There total 27 articles about (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde 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: 89.0%

(1R,2R,4R)-4-(hydroxymethyl)-2-methoxy-1-<(triisopropylsilyl)oxy>cyclohexane (128684-91-3) → (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde (116386-61-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.166667h;

DOI:10.1021/ja00170a024

Reference yield: 89.0%

Methyl (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxylate (128684-90-2) → (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde (116386-61-9)

Guidance literature:

With diisobutylaluminium hydride; In hexane; at -20 ℃; for 2.5h;

DOI:10.1021/jo00127a031

Reference yield:

triisopropylsilyl trifluoromethanesulfonate (80522-42-5) → (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxaldehyde (116386-61-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: toluene

3: 2,6-di-t-butyl-4-methyl pyridine / CH₂Cl₂ / 24 h / 22 - 24 °C

4: (iBu)2AlH / tetrahydrofuran / 1 h / -75 °C

With 2,6-dimethylpyridine; 2,6-di-tert-butyl-4-methylpyridine; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/S0040-4039(00)80074-X

upstream raw materials:

(1R,2R,4R)-4-(hydroxymethyl)-2-methoxy-1-<(triisopropylsilyl)oxy>cyclohexane

(1R,3R,4R)-3-Methoxy-4-triisopropylsilanyloxy-cyclohexanecarboxylic acid methoxy-methyl-amide

Methyl (1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexanecarboxylate

1,2,5,6-tetrahydrobenzoic acid

Downstream raw materials:

(1R,2R,4R)-4-ethynyl-2-methoxy-1-<(triisopropylsilyl)oxy>cyclohexane

(E)-2-Methyl-3-<(1R,3R,4R)-3-methoxy-4-<(triisopropylsilyl)oxy>cyclohexyl>-2-propenal

(1R,2R,4R)-4-(1-propyn-1-yl)-2-methoxy-1-<(triisopropylsilyl)oxy>cyclohexane

(1R,2R,4R)-4-<(E)-2-bromo-1-propen-1-yl>-2-methoxy-1-<(triisopropylsilyl)oxy>cyclohexane