Benzoic acid, 3-[[(2R)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-oxo-3-(2-propen yloxy)propyl]seleno]-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: Benzoic acid, 3-[[(2R)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-oxo-3-(2-propen yloxy)propyl]seleno]-, 1,1-dimethylethyl ester
• CAS No.: 602307-33-5
• Molecular Formula: C32H33NO6Se
• Molecular Weight: 606.577
• Mol file: 602307-33-5.mol

Synonyms:

Chemical Property of Benzoic acid, 3-[[(2R)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-oxo-3-(2-propen yloxy)propyl]seleno]-, 1,1-dimethylethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzoic acid, 3-[[(2R)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-oxo-3-(2-propen yloxy)propyl]seleno]-, 1,1-dimethylethyl ester

There total 4 articles about Benzoic acid, 3-[[(2R)-2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-3-oxo-3-(2-propen yloxy)propyl]seleno]-, 1,1-dimethylethyl 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: 74.0%

N-(9-fluorenylmethoxycarbonyl)-L-serine allyl ester (136497-85-3) + tert-butyl 3-selenocyanatobenzoate (602307-41-5) → 3-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-benzoic acid tert-butyl ester (602307-33-5)

Guidance literature:

With tributylphosphine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(03)01309-1

Reference yield:

3-nitro-benzoic acid t-butyl ester (58656-99-8) → 3-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-benzoic acid tert-butyl ester (602307-33-5)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen / Pd/C / ethanol

2: 50 percent / NaNO₂; HCl

3: 74 percent / Bu₃P / CH₂Cl₂ / 0 °C

With hydrogenchloride; tributylphosphine; hydrogen; sodium nitrite; palladium on activated charcoal; In ethanol; dichloromethane; 2: Sandmayer reaction;

DOI:10.1016/S0040-4039(03)01309-1

Reference yield:

3-nitrobenzoic acid (121-92-6) → 3-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-benzoic acid tert-butyl ester (602307-33-5)

Guidance literature:

Multi-step reaction with 4 steps

1: (Boc)2O; DMAP

2: hydrogen / Pd/C / ethanol

3: 50 percent / NaNO₂; HCl

4: 74 percent / Bu₃P / CH₂Cl₂ / 0 °C

With hydrogenchloride; dmap; tributylphosphine; di-tert-butyl dicarbonate; hydrogen; sodium nitrite; palladium on activated charcoal; In ethanol; dichloromethane; 3: Sandmayer reaction;

DOI:10.1016/S0040-4039(03)01309-1

upstream raw materials:

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

tert-butyl 3-selenocyanatobenzoate

3-nitro-benzoic acid t-butyl ester

tert-butyl 3-aminobenzoate

Downstream raw materials:

3-[2-allyloxycarbonyl-2-(9H-fluoren-9-ylmethoxycarbonylamino)-ethylselanyl]-benzoic acid