6-(tert-Butyl-diMethyl-si...

Base Information

• Chemical Name: 6-(tert-Butyl-diMethyl-si...
• CAS No.: 145307-55-7
• Molecular Formula: C15H28O4Si
• Molecular Weight: 300.47
• Hs Code.: 2932999099
• Mol file: 145307-55-7.mol

Synonyms:6-(tert-Butyl-diMethyl-si...;6-(tert-Butyl-diMethyl-silanyloxyMethyl)-2,2-diMethyl-tetrahydro-cyclopenta[1,3]dioxol-4-one;6-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol

Chemical Property of 6-(tert-Butyl-diMethyl-si...

Chemical Property:

• Boiling Point: 357.3±32.0 °C(Predicted)
• PSA: 44.76000
• Density: 0.994±0.06 g/cm3(Predicted)
• LogP: 3.11730

Purity/Quality:

99% ^*data from raw suppliers

(3aR,6R,6aR)-6-(((tert-Butyldimethylsilyl)oxy)methyl)-2,2-dimethyldihydro-3aH-cyclopenta[d][1,3]dioxol-4(5H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(tert-Butyl-diMethyl-si...

There total 16 articles about 6-(tert-Butyl-diMethyl-si... 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: 92.0%

t-butyldimethylsiyl triflate (69739-34-0) + (3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyldihydro-3aH-cyclopenta[d][1,3]dioxol-4(5H)-one (132575-63-4) → (2S,3R,4R)-4-t-butyldimethylsiloxymethyl-2,3-isopropylidenedioxycyclopentanone (145307-55-7)

Guidance literature:

With 2,6-dimethylpyridine;

DOI:10.1039/c39910000740

Reference yield: 75.0%

(3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyldihydro-3aH-cyclopenta[d][1,3]dioxol-4(5H)-one (132575-63-4) + tert-butyldimethylsilyl chloride (18162-48-6) → (2S,3R,4R)-4-t-butyldimethylsiloxymethyl-2,3-isopropylidenedioxycyclopentanone (145307-55-7)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1021/acs.orglett.8b04003

Reference yield:

(3aR,6aR)-2,2-Dimethyl-3a,6a-dihydro-cyclopenta[1,3]dioxol-4-one (115509-13-2) → (2S,3R,4R)-4-t-butyldimethylsiloxymethyl-2,3-isopropylidenedioxycyclopentanone (145307-55-7)

Guidance literature:

Multi-step reaction with 2 steps

1: benzophenone / 1 h / Inert atmosphere; Irradiation

2: 1H-imidazole; dmap / N,N-dimethyl-formamide / 5 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; benzophenone; In N,N-dimethyl-formamide;

DOI:10.1021/acs.orglett.8b04003

upstream raw materials:

t-butyldimethylsiyl triflate

(3aR,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyldihydro-3aH-cyclopenta[d][1,3]dioxol-4(5H)-one

(1R,2R,3S)-1-t-butyldimethylsiloxymethyl-2,3-isopropylidenedioxy-4-methylenecyclopentane

(2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4,6-diyl)dimethanol

Downstream raw materials:

(-)-(1R,2R,3S,4R)-4-amino-2,3-dihydroxy-1-(hydroxymethyl)cyclopentane

aristeromycin

Refernces

• 1、 Tanaka,Yoshioka,Sakai. "Practical enzymatic procedure for the synthesis of (-)-aristeromycin". . p. 1454 - 1455. Retrieved 1992.
• 2、 -. "Tumor immunity compound and application thereof". . . Retrieved 2020/07/14.