(S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime

Base Information

• Chemical Name: (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime
• CAS No.: 171482-65-8
• Molecular Formula: C₁₈H₂₁NO₃S₂
• Molecular Weight: 363.502
• Mol file: 171482-65-8.mol

Synonyms:(S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime

Chemical Property of (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime

There total 7 articles about (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime 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: 99.0%

(S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone (161387-22-0) → (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime (171482-65-8)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; for 2h; Heating;

DOI:10.1021/jm00020a008

Reference yield:

2-bromo-4-isopropenylthiophen (159615-81-3) → (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime (171482-65-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) n-BuLi / 1.) hexanes, ether, -70 deg C, 0.5 h, 2.) hexanes, ether, a) -70 deg C, 0.5 h, b) from -70 deg C to O deg C, 2 h

2: 92 percent / AD-mix-α, water / 2-methyl-propan-2-ol / 18 h / 0 °C

3: PTSA / acetone / 0.75 h / Heating

4: NaSMe / dimethylformamide / 0.5 h / 130 °C

5: K₂CO₃ / dimethylformamide / 1.5 h / 130 °C

6: 99 percent / NH₂OH*HCl, NaOAc / ethanol / 2 h / Heating

With AD-mix-α; n-butyllithium; hydroxylamine hydrochloride; water; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; sodium thiomethoxide; In ethanol; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1021/jm00020a008

Reference yield:

1-(2-bromo-thien-4-yl)ethanone (59227-67-7) → (S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone oxime (171482-65-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) n-BuLi / 1.) hexanes, THF, RT, 1.5 h, 2.) hexanes, THF, a) 10 deg C, 1 h, b) RT, 2 h

2: 1.) n-BuLi / 1.) hexanes, ether, -70 deg C, 0.5 h, 2.) hexanes, ether, a) -70 deg C, 0.5 h, b) from -70 deg C to O deg C, 2 h

3: 92 percent / AD-mix-α, water / 2-methyl-propan-2-ol / 18 h / 0 °C

4: PTSA / acetone / 0.75 h / Heating

5: NaSMe / dimethylformamide / 0.5 h / 130 °C

6: K₂CO₃ / dimethylformamide / 1.5 h / 130 °C

7: 99 percent / NH₂OH*HCl, NaOAc / ethanol / 2 h / Heating

With AD-mix-α; n-butyllithium; hydroxylamine hydrochloride; water; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; sodium thiomethoxide; In ethanol; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

DOI:10.1021/jm00020a008

upstream raw materials:

(S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone

2-bromo-4-isopropenylthiophen

1-(2-bromo-thien-4-yl)ethanone

2-(methylthio)-4-(prop-1-en-2-yl)thiophene

Downstream raw materials:

(S)-4'-<<4-(2,2,4-trimethyl-1,3-dioxolan-4-yl)thien-2-yl>thio>acetophenone O-(cyanomethyl)oxime