thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester

Base Information

• Chemical Name: thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester
• CAS No.: 152953-55-4
• Molecular Formula: C₂₆H₂₅NO₃S
• Molecular Weight: 431.555

Synonyms:thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester

Chemical Property of thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester

Chemical Property:

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Technology Process of thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester

There total 6 articles about thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] 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: 64.0%

tiolacetic acid (507-09-5) + methanesulfonic acid 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl ester (311330-36-6) → thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester (152953-55-4)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 18h;

DOI:10.1055/s-2000-7615

Reference yield:

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol (129397-83-7) → thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester (152953-55-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 0 °C

2: Cs₂CO₃ / dimethylformamide / 20 °C

With caesium carbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-926273

Reference yield:

N-Fmoc L-Phe (35661-40-6) → thioacetic acid S-[2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl] ester (152953-55-4)

Guidance literature:

Multi-step reaction with 4 steps

1: NMM / 1,2-dimethoxy-ethane

2: aq. NaBH₄ / -15 °C

3: Et₃N / CH₂Cl₂ / 0 °C

4: Cs₂CO₃ / dimethylformamide / 20 °C

With 4-methyl-morpholine; sodium tetrahydroborate; caesium carbonate; triethylamine; In 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1055/s-2006-926273

upstream raw materials:

tiolacetic acid

methanesulfonic acid 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propyl ester

N-Fmoc L-Phe

(9-fluorenylmethoxycarbonyl)-L-phenylalaninol

Downstream raw materials:

2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenyl-propane-1-sulfonic acid

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