Ethanone, 1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-, O-(phenylmethyl)oxime, (1E)-

Base Information

• Chemical Name: Ethanone, 1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-, O-(phenylmethyl)oxime, (1E)-
• CAS No.: 188909-23-1
• Molecular Formula: C₃₀H₃₇NO₄Si
• Molecular Weight: 503.714
• Mol file: 188909-23-1.mol

Synonyms:

Chemical Property of Ethanone, 1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-, O-(phenylmethyl)oxime, (1E)-

Chemical Property:

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-, O-(phenylmethyl)oxime, (1E)-

There total 2 articles about Ethanone, 1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-[[(1,1-dimethylethyl)diphenylsil yl]oxy]-, O-(phenylmethyl)oxime, (1E)- 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: 32.0%

O-benzylhydoxylamine hydrochloride (2687-43-6) + 1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose (147107-70-8) → 2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone O-benzyl-oxime (188909-23-1) + 2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone O-benzyl-oxime (188909-26-4)

Guidance literature:

With pyridine; In methanol; for 0.5h; Heating;

DOI:10.1016/S0957-4166(98)00145-1

Reference yield:

N-benzyloxyamine (622-33-3) + 1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose (147107-70-8) → 2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone O-benzyl-oxime (188909-23-1) + 2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone O-benzyl-oxime (188909-26-4)

Guidance literature:

With pyridine; In methanol; Yield given. Yields of byproduct given; Heating;

DOI:10.1016/S0040-4039(97)00165-2

Reference yield:

2-(tert-Butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethanone O-benzyl-oxime (188909-23-1) → (2R,3R)-3,4-O-isopropylidene-2-(N-benzyloxyamino)-2-phenylbutane-1,3,4-triol (211044-94-9)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether / 1 h / -78 °C

2: tetra-n-butylammonium fluoride trihydrate / tetrahydrofuran / 2 h / Ambient temperature

With tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether;

DOI:10.1016/S0957-4166(98)00145-1

upstream raw materials:

N-benzyloxyamine

1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose

O-benzylhydoxylamine hydrochloride

Downstream raw materials:

O-Benzyl-N-[(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-pentyl]-hydroxylamine

O-Benzyl-N-[(R)-2-(tert-butyl-diphenyl-silanyloxy)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-methyl-ethyl]-hydroxylamine

O-Benzyl-N-[(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-propyl]-hydroxylamine

O-Benzyl-N-[(R)-1-(tert-butyl-diphenyl-silanyloxymethyl)-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-but-3-enyl]-hydroxylamine