(S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate

Base Information

• Chemical Name: (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate
• CAS No.: 534599-19-4
• Molecular Formula: C₁₈H₁₈O₄S
• Molecular Weight: 330.405
• Mol file: 534599-19-4.mol

Synonyms:

Chemical Property of (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate

There total 15 articles about (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate 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:

Z-methyl 4-(phenyl)-3-methoxycarbonylbut-3-enoate (65756-82-3) → (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate (534599-19-4)

Guidance literature:

Multi-step reaction with 8 steps

1.1: NaOH / methanol / 12 h / Heating

2.1: 98 percent / H₂; acetic acid / 10 percent Pd/C / 3 h / 75 °C

3.1: 73 percent / H₂SO₄ / 8 h / 20 °C

4.1: 93 percent / diethyl ether

5.1: 85 percent / LiAlH₄ / tetrahydrofuran / 12 h / 20 °C

6.1: 75 percent / MnO₂ / CHCl₃ / 4 h / 20 °C

7.1: Pseudomonas fluorescens lipase; vinyl acetate / benzene / 7 h / 20 °C

7.2: LiOH / 1,2-dimethoxy-ethane; H₂O / 1.5 h / Heating

8.1: pyridine / 48 h / 0 °C

With pyridine; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; vinyl acetate; pseudomonas fluorescens lipase; sulfuric acid; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; chloroform; benzene;

DOI:10.1016/S0957-4166(02)00822-4

Reference yield:

(Z)-2-benzylidenesuccinic acid (65756-81-2) → (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate (534599-19-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 98 percent / H₂; acetic acid / 10 percent Pd/C / 3 h / 75 °C

2.1: 73 percent / H₂SO₄ / 8 h / 20 °C

3.1: 93 percent / diethyl ether

4.1: 85 percent / LiAlH₄ / tetrahydrofuran / 12 h / 20 °C

5.1: 75 percent / MnO₂ / CHCl₃ / 4 h / 20 °C

6.1: Pseudomonas fluorescens lipase; vinyl acetate / benzene / 7 h / 20 °C

6.2: LiOH / 1,2-dimethoxy-ethane; H₂O / 1.5 h / Heating

7.1: pyridine / 48 h / 0 °C

With pyridine; manganese(IV) oxide; lithium aluminium tetrahydride; vinyl acetate; pseudomonas fluorescens lipase; sulfuric acid; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; chloroform; benzene;

DOI:10.1016/S0957-4166(02)00822-4

Reference yield:

benzaldehyde (100-52-7) → (S)-4-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmetyl 4-methylbenzenesulfonate (534599-19-4)

Guidance literature:

Multi-step reaction with 9 steps

1.1: t-BuOK / 2-methyl-propan-2-ol / Heating

2.1: NaOH / methanol / 12 h / Heating

3.1: 98 percent / H₂; acetic acid / 10 percent Pd/C / 3 h / 75 °C

4.1: 73 percent / H₂SO₄ / 8 h / 20 °C

5.1: 93 percent / diethyl ether

6.1: 85 percent / LiAlH₄ / tetrahydrofuran / 12 h / 20 °C

7.1: 75 percent / MnO₂ / CHCl₃ / 4 h / 20 °C

8.1: Pseudomonas fluorescens lipase; vinyl acetate / benzene / 7 h / 20 °C

8.2: LiOH / 1,2-dimethoxy-ethane; H₂O / 1.5 h / Heating

9.1: pyridine / 48 h / 0 °C

With pyridine; manganese(IV) oxide; sodium hydroxide; lithium aluminium tetrahydride; vinyl acetate; pseudomonas fluorescens lipase; sulfuric acid; potassium tert-butylate; hydrogen; acetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; chloroform; tert-butyl alcohol; benzene;

DOI:10.1016/S0957-4166(02)00822-4

upstream raw materials:

p-toluenesulfonyl chloride

(S)-(+)-3-hydroxymethyl-1,2,3,4-tetrahydronaphthalen-1-one

(S)-(+)-1-oxo-1,2,3,4-tetrahydronaphthalen-2-ylmethyl acetate

4-oxo-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid