(R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide

Base Information

• Chemical Name: (R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide
• CAS No.: 393536-53-3
• Molecular Formula: C₂₀H₂₇NO₂S
• Molecular Weight: 345.506

Synonyms:(R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide

Chemical Property of (R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide

Chemical Property:

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Technology Process of (R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide

There total 2 articles about (R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide 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:

phenylmagnesium bromide + (RS)-N-(2-(1-benzyloxy)propylidene-2-methylpropane)sulfinamide (393536-49-7) → (RS,1R)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide + (RS,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide (393536-53-3)

Guidance literature:

With trimethylaluminum; In toluene; at -78 ℃; Title compound not separated from byproducts.;

DOI:10.1021/jo0156868

Reference yield:

3-benzyloxypropanone (22539-93-1) → (RS,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide (393536-53-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / Ti(OEt)4 / tetrahydrofuran / 70 °C

2: AlMe₃ / toluene / -78 °C

With titanium(IV) tetraethanolate; trimethylaluminum; In tetrahydrofuran; toluene; 2: Grignard reaction;

DOI:10.1021/jo0156868

Reference yield:

(RS,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide (393536-53-3) → (S)-α-methylphenylglycinol (13398-53-3)

Guidance literature:

(R_S,1S)-2-methylpropane-2-sulfinic acid (2-benzyloxy-1-methyl-1-phenylethyl)amide; With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h; Further stages.;

DOI:10.1021/jo0156868

upstream raw materials:

(R_S)-N-(2-(1-benzyloxy)propylidene-2-methylpropane)sulfinamide

3-benzyloxypropanone

Downstream raw materials:

(S)-α-methylphenylglycinol

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