N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester

Base Information

• Chemical Name: N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester
• CAS No.: 221325-38-8
• Molecular Formula: C₃₃H₃₈N₂O₇Si
• Molecular Weight: 602.759
• Mol file: 221325-38-8.mol

Synonyms:N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester

Chemical Property of N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester

There total 4 articles about N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester 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: 73.0%

N-(9-fluorenylmethoxycarbonyl)-L-threonine allyl ester (136523-92-7) + chloro(α,α-dimethyl-4-nitrobenzyl)dimethylsilane (221325-35-5) → N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester (221325-38-8)

Guidance literature:

With 4-methyl-morpholine; sodium iodide; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(98)02390-9

Reference yield:

(α,α-dimethyl-4-nitrobenzyl)dimethylsilanol (221325-34-4) → N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester (221325-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 0 - 20 °C

2: 73 percent / N-methylmorpholine; NaI / dimethylformamide / 0.58 h / 20 °C

With 4-methyl-morpholine; oxalyl dichloride; N,N-dimethyl-formamide; sodium iodide; In dichloromethane; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution;

DOI:10.1016/S0040-4020(99)00649-3

Reference yield:

chloro(α,α-dimethylbenzyl)dimethylsilane (118740-38-8) → N-(9-fluorenylmethoxycarbonyl)-O-[(α,α-dimethyl-4-nitrobenzyl)dimethylsilyl]-L-threonine allyl ester (221325-38-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / aq. KOH / methanol / 20 h / 20 °C

2: 61 percent / NH₄NO₃; (CF₃CO)2O / acetonitrile / -15 - 20 °C

3: 100 percent / oxalyl chloride; DMF / CH₂Cl₂ / 0 - 20 °C

4: 73 percent / N-methylmorpholine; NaI / dimethylformamide / 0.58 h / 20 °C

With 4-methyl-morpholine; ammonium nitrate; potassium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; trifluoroacetic anhydride; sodium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1: Substitution / 2: Nitration / 3: Substitution / 4: Substitution;

DOI:10.1016/S0040-4020(99)00649-3

upstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-L-threonine allyl ester

chloro(α,α-dimethyl-4-nitrobenzyl)dimethylsilane

chloro(α,α-dimethylbenzyl)dimethylsilane

(α,α-dimethylbenzyl)dimethylsilanol

Downstream raw materials:

N-(9-fluorenylmethoxycarbonyl)-O-(α,α-dimethyl-4-succin-monoamidobenzyl)dimethylsilyl-L-threonine allyl ester