(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde

Base Information

• Chemical Name: (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde
• CAS No.: 184691-05-2
• Molecular Formula: C₂₈H₄₄O₅Si₂
• Molecular Weight: 516.825
• Mol file: 184691-05-2.mol

Synonyms:(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde

Chemical Property of (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde

There total 5 articles about (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde 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: 90.0%

C30H48O4Si2 (184691-04-1) → (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde (184691-05-2)

Guidance literature:

With dimethylsulfide; ozone;

DOI:10.1021/jo961671b

Reference yield:

(tert-butyldiphenylsilanyloxy)acetaldehyde (115869-43-7) → (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde (184691-05-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / InCl₃ / ethyl acetate / -78 deg C to room temperature

2: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

3: 90 percent / O₃, Me₂S

With 2,6-dimethylpyridine; indium(III) chloride; dimethylsulfide; ozone; In dichloromethane; ethyl acetate;

DOI:10.1021/jo961671b

Reference yield:

2-[(tert-butyldiphenylsilyl)oxy]ethanol (138499-16-8) → (2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde (184691-05-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -78 deg C, 15 min, 2.) -78 deg C to room temperature

2: 89 percent / InCl₃ / ethyl acetate / -78 deg C to room temperature

3: 88 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

4: 90 percent / O₃, Me₂S

With 2,6-dimethylpyridine; indium(III) chloride; oxalyl dichloride; dimethylsulfide; ozone; dimethyl sulfoxide; triethylamine; In dichloromethane; ethyl acetate;

DOI:10.1021/jo961671b

upstream raw materials:

C₃₀H₄₈O₄Si₂

(tert-butyldiphenylsilanyloxy)acetaldehyde

2-[(tert-butyldiphenylsilyl)oxy]ethanol

tert-butylchlorodiphenylsilane

Downstream raw materials:

(E)-(2R,3S,4R,5R)-2,5-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-3-methoxymethoxy-oct-6-en-4-ol

(2R,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-1-ol

C₄₄H₈₀O₆Si₄

(2S,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexanal