4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester

Base Information

• Chemical Name: 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester
• CAS No.: 942927-68-6
• Molecular Formula: C₂₁H₃₀N₂O₉S
• Molecular Weight: 486.543
• Mol file: 942927-68-6.mol

Synonyms:4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester

Chemical Property of 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester

There total 9 articles about 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl 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: 91.0%

4-[4-(1-tert-butoxycarbonylamino-2-hydroxyethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester + tiolacetic acid (507-09-5) → 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester (942927-68-6)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 7h;

DOI:10.1002/anie.200501244

Reference yield:

4-(2-methoxy-5-nitro-4-vinylphenoxy)butyric acid methyl ester → 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester (942927-68-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / aq. NaOH; tert-butyl hypochlorite; (DHQ)2PHAL / K₂OsO₂(OH)4 / propan-1-ol / 16 h / 4 °C

2: 91 percent / PPh₃; DIAD / tetrahydrofuran / 7 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;

DOI:10.1002/anie.200501244

Reference yield:

4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester (176375-42-1) → 4-[4-(2-acetylsulfanyl-1-tert-butoxycarbonylaminoethyl)-2-methoxy-5-nitrophenoxy]butyric acid methyl ester (942927-68-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 58 percent / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 16 h / 20 °C

2: 50 percent / aq. NaOH; tert-butyl hypochlorite; (DHQ)2PHAL / K₂OsO₂(OH)4 / propan-1-ol / 16 h / 4 °C

3: 91 percent / PPh₃; DIAD / tetrahydrofuran / 7 h / 20 °C

With sodium hydroxide; Hydroquinone 1,4-phthalazinediyl diether; tert-butylhypochlorite; di-isopropyl azodicarboxylate; sodium hexamethyldisilazane; triphenylphosphine; potassium dioxotetrahydroxoosmate(VI); In tetrahydrofuran; propan-1-ol;

DOI:10.1002/anie.200501244

upstream raw materials:

tiolacetic acid

4-(4-formyl-2-methoxy-5-nitrophenoxy)butanoic acid methyl ester

4-(4-formyl-2-methoxyphenoxy)butanoic acid methyl ester

vanillin