thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester

Base Information

• Chemical Name: thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester
• CAS No.: 716345-95-8
• Molecular Formula: C₁₇H₂₄N₂O₇S
• Molecular Weight: 400.453

Synonyms:thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester

Chemical Property of thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester

Chemical Property:

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Technology Process of thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester

There total 2 articles about thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] 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: 98.0%

tiolacetic acid (507-09-5) + [1-(4,5-dimethoxy-2-nitro-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester (716345-93-6) → thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester (716345-95-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/j.bmc.2004.02.039

Reference yield:

1,2-dimethoxy-4-nitro-5-vinylbenzene (65907-71-3) → thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester (716345-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 53 percent / tert-butyl hypochlorite; sodium hydroxide; (DHQ)2PHAL / K₂OsO₂(OH)4 / propan-1-ol; H₂O / 45 h / 4 °C

2: 98 percent / triphenylphosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 10 h / 20 °C

With sodium hydroxide; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; di-isopropyl azodicarboxylate; triphenylphosphine; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; propan-1-ol; water; 1: Sharpless aminohydroxylation / 2: Mitsunobu reaction;

DOI:10.1016/j.bmc.2004.02.039

Reference yield: 97.0%

4-Methylbenzyl bromide (104-81-4) + thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester (716345-95-8) → [1-(4,5-dimethoxy-2-nitro-phenyl)-2-(4-methyl-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester (716345-97-0)

Guidance literature:

thioacetic acid S-[2-tert-butoxycarbonylamino-2-(4,5-dimethoxy-2-nitro-phenyl)-ethyl] ester; With sodium methylate; In methanol; ethanol; for 0.0833333h;

4-Methylbenzyl bromide; In methanol; ethanol; for 0.333333h;

DOI:10.1016/j.bmc.2004.02.039

upstream raw materials:

tiolacetic acid

[1-(4,5-dimethoxy-2-nitro-phenyl)-2-hydroxy-ethyl]-carbamic acid tert-butyl ester

1,2-dimethoxy-4-nitro-5-vinylbenzene

Downstream raw materials:

[1-(4,5-dimethoxy-2-nitro-phenyl)-2-(4-methyl-benzylsulfanyl)-ethyl]-carbamic acid tert-butyl ester

1-(4,5-dimethoxy-2-nitro-phenyl)-2-(4-methyl-benzylsulfanyl)-ethylamine

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