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

Base Information

• Chemical Name: (2R,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-1-ol
• CAS No.: 184691-09-6
• Molecular Formula: C₄₂H₇₈O₇Si₄
• Molecular Weight: 807.419
• Mol file: 184691-09-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about (2R,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-1-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%

(2S,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexanal (184691-08-5) → (2R,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-1-ol (184691-09-6)

Guidance literature:

With sodium tetrahydroborate;

DOI:10.1021/jo961671b

Reference yield:

C30H48O4Si2 (184691-04-1) → (2R,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-1-ol (184691-09-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / O₃, Me₂S

2: 37 percent / BF₃*OEt₂

3: 82 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

4: 91 percent / O₃, Me₂S

5: 100 percent / NaBH₄

With 2,6-dimethylpyridine; sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; ozone; In dichloromethane;

DOI:10.1021/jo961671b

Reference yield:

(2R,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-(tert-butyl-diphenyl-silanyloxy)-2-methoxymethoxy-butyraldehyde (184691-05-2) → (2R,3R,4R,5R)-2,3,5-Tris-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-diphenyl-silanyloxy)-4-methoxymethoxy-hexan-1-ol (184691-09-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 37 percent / BF₃*OEt₂

2: 82 percent / 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

3: 91 percent / O₃, Me₂S

4: 100 percent / NaBH₄

With 2,6-dimethylpyridine; sodium tetrahydroborate; dimethylsulfide; boron trifluoride diethyl etherate; ozone; In dichloromethane;

DOI:10.1021/jo961671b

upstream raw materials:

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

C₃₀H₄₈O₄Si₂

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

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