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

Base Information

• Chemical Name: *,R^*)>-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-N-(trimethylsilyloxy)-1,3-dioxolane-4-methanamine
• CAS No.: 147165-85-3
• Molecular Formula: C₁₉H₃₁NO₃Si
• Molecular Weight: 349.546

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

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

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

There total 2 articles about *,R^*)>-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-N-(trimethylsilyloxy)-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: 70.0%

chloro-trimethyl-silane (75-77-4) + *,R*)>-N-hydroxy-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-1,3-dioxolane-4-methanamine (147165-81-9) → *,R*)>-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-N-(trimethylsilyloxy)-1,3-dioxolane-4-methanamine (147165-85-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

Reference yield:

N-benzyl-2,3-O-isopropylidene-D-glyceraldehyde nitrone (91190-38-4,111058-38-9,1165677-00-8) → *,R*)>-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-N-(trimethylsilyloxy)-1,3-dioxolane-4-methanamine (147165-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / -30 °C

2: 70 percent / triethylamine / dimethylformamide / 4 h / 20 °C

With triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield: 56.0%

*,R*)>-2,2-dimethyl-N-(phenylmethyl)-α-(2-propenyl)-N-(trimethylsilyloxy)-1,3-dioxolane-4-methanamine (147165-85-3) → <3S-<3α(4R*),5α>>-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(iodomethyl)-2-(phenylmethyl)isoxazolidine (147165-92-2) + <3S-<3α(4R*),5β>>-3-(2,2-dimethyl-1,3-dioxolan-4-yl)-5-(iodomethyl)-2-(phenylmethyl)isoxazolidine (147165-93-3)

Guidance literature:

With N-iodo-succinimide; In chloroform; at 0 ℃; for 10h;

upstream raw materials:

chloro-trimethyl-silane

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

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

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