*,R^*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine

Base Information

• Chemical Name: *,R^*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine
• CAS No.: 147165-83-1
• Molecular Formula: C₂₂H₃₇NO₃Si
• Molecular Weight: 391.626

Synonyms:*,R^*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine

Chemical Property of *,R^*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine

Chemical Property:

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Technology Process of *,R^*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine

There total 3 articles about *,R^*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine 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: 95.0%

tert-butyldimethylsilyl chloride (18162-48-6) + *,R*)>-N-hydroxy-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine (147165-81-9) → *,R*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine (147165-83-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 60 ℃; for 4h;

Reference yield:

t-butyldimethylsiyl triflate (69739-34-0) + *,R*)>-N-hydroxy-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine (147165-81-9) → *,R*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine (147165-83-1)

Guidance literature:

With lutidine; In dichloromethane; at -40 - 20 ℃;

DOI:10.1055/s-2007-973868

Reference yield:

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → *,R*)>-N-(tert-butyldimethylsilyloxy)-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine (147165-83-1)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / -30 °C

2: 95 percent / imidazole / dimethylformamide / 4 h / 60 °C

With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyldimethylsilyl chloride

*,R^*)>-N-hydroxy-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine

t-butyldimethylsiyl triflate

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone

Downstream raw materials:

<3S-<3α(4R^*),5α>>-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(iodomethyl)-2-(phenylmethyl)isoxazolidine

<3S-<3α(4R^*),5β>>-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(iodomethyl)-2-(phenylmethyl)isoxazolidine

C₂₅H₄₁NO₅Si

C₁₉H₂₇NO₅

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