pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾

Base Information

• Chemical Name: pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾
• CAS No.: 124685-70-7
• Molecular Formula: C₁₈H₁₇CrNO₆
• Molecular Weight: 395.332

Synonyms:pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾

Chemical Property of pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾

Chemical Property:

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Technology Process of pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾

There total 1 articles about pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium⁽⁰⁾ 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: 31.0%

pentacarbonyl((methyl)((tetramethylammonio)oxy)carbene)chromium(0) (15975-93-6) + 2,2-dimethyl-4-phenyl-1,3-oxazolidine (124619-62-1) → pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium(0) (124685-70-7)

Guidance literature:

With 4-methyl-morpholine; Acetyl bromide; In dichloromethane; Cr-complex soln. is deoxygenated, cooled to -40°C under Ar, CH3COBr is added, soln. is stirred for 30 min at -40°C, soln. of oxazolidine and N-methylmorpholine is added, after 30 min warming to -10°C (2 h); neutral alumina is added, filtn. (Celite), filtrate is concd. in vac., adsorbed on silica gel, dried in vac., chromy. (silica gel, hexane, EtOac), recrystn. (EtOac/hexane), elem. anal.; single rotamer by H-NMR; 22% of open chain complex is also obtained;

Reference yield: 100.0%

pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium(0) (124685-70-7) → 2(R)-(1-aza-2,2-dimethyl-3-oxa-5(S)-phenylcyclopentyl)propionic acid methyl ester (124619-80-3) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6)

Guidance literature:

With methanol; In methanol; Irradiation (UV/VIS); solid carbene complex in dry methanol is added to an oven-dried Pyrex pressure tube, contents are degassed, purged with Ar, warmed to room temp., purged with CO, pressurized with 50-90 psi CO, irradiated (450 W) for 24 h; elem. anal., single diastereomer;

Reference yield: 77.0%

pentacarbonyl{((5S)-1-aza-2,2-dimethyl-3-oxa-5-phenylcyclopentyl)(methyl)carbene}chromium(0) (124685-70-7) + tert-butyl alcohol (75-65-0) → 2(R)-(1-aza-2,2-dimethyl-3-oxa-5(S)-phenylcyclopentyl)propionic acid tert-butyl ester (124619-81-4) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6)

Guidance literature:

In tert-butyl alcohol; Irradiation (UV/VIS); solid carbene complex in t-BuOH is added to an oven-dried Pyrex pressure tube, contents are degassed, purged with Ar, warmed to room temp., purged with CO, irradiated (450 W); elem. anal., >93 % de;

upstream raw materials:

pentacarbonyl((methyl)((tetramethylammonio)oxy)carbene)chromium⁽⁰⁾

2,2-dimethyl-4-phenyl-1,3-oxazolidine

Downstream raw materials:

2-(1-aza-2,2-dimethyl-3-oxa-5(S)-phenylcyclopentyl)-4-phenyl-(R)-butanoic acid tert-butyl ester

chromium⁽⁰⁾ hexacarbonyl

2(R)-(1-aza-2,2-dimethyl-3-oxa-5(S)-phenylcyclopentyl)propionic acid tert-butyl ester

2(R)-(1-aza-2,2-dimethyl-3-oxa-5(S)-phenylcyclopentyl)propionic acid methyl ester

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