(R_S,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine

Base Information

• Chemical Name: (R_S,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine
• CAS No.: 813461-52-8
• Molecular Formula: C₁₇H₃₁NOSSi
• Molecular Weight: 325.591

Synonyms:(R_S,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine

Chemical Property of (R_S,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine

Chemical Property:

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Technology Process of (R_S,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine

There total 2 articles about (R_S,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine 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: 58.0%

(RS,E)-N-(cyclohexylmethylene)-2-methylpropane-2-sulfinamide (336105-28-3) + ClCHC2ZnBrSi(CH3)3 (451485-86-2) → (RS,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine (813461-52-8) + (RS)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine

Guidance literature:

In diethyl ether; at 20 ℃; for 4h;

DOI:10.1021/jo0490696

Reference yield:

cyclohexanecarbaldehyde (2043-61-0) → (RS,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine (813461-52-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / PPTS; MgSO₄ / CH₂Cl₂ / 24 h / 20 °C

2: 58 percent / diethyl ether / 4 h / 20 °C

With pyridinium p-toluenesulfonate; magnesium sulfate; In diethyl ether; dichloromethane;

DOI:10.1021/jo0490696

Reference yield: 82.0%

(RS,2R,3R)-(-)-N-(tert-butanesulfinyl)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine (813461-52-8) → (2R,3R)-(+)-3-cyclohexyl-2-[(trimethylsilyl)ethynyl]aziridine

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 20 ℃;

DOI:10.1021/jo0490696

upstream raw materials:

(R_S,E)-N-(cyclohexylmethylene)-2-methylpropane-2-sulfinamide

ClCHC₂ZnBrSi(CH₃)3

cyclohexanecarbaldehyde

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