2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol

Base Information

• Chemical Name: 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol
• CAS No.: 615580-17-1
• Molecular Formula: C₁₇H₁₉NO₂S
• Molecular Weight: 301.409

Synonyms:2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol

Chemical Property of 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol

There total 4 articles about 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-ethanol 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: 89.3%

((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ6-benzo[c][1,2]thiazin-4-yl)-acetic acid methyl ester (615580-15-9) → 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ6-benzo[c][1,2]thiazin-4-yl)-ethanol (615580-17-1)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1016/j.tetlet.2005.03.184

Reference yield:

C18H19NO3S (853685-29-7) → 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ6-benzo[c][1,2]thiazin-4-yl)-ethanol (615580-17-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / LDA / tetrahydrofuran / 1 h / -78 °C

2: 89 percent / LAH / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2005.03.184

Reference yield:

methyl (E)-3-(2-bromo-4-methylphenyl)acrylate (66192-28-7) → 2-((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ6-benzo[c][1,2]thiazin-4-yl)-ethanol (615580-17-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 87 percent / rac-BINAP; Pd(OAc)2; Cs₂CO₃ / toluene / 44 h / 110 °C

2: 83 percent / LDA / tetrahydrofuran / 1 h / -78 °C

3: 89 percent / LAH / tetrahydrofuran / 1 h / 0 °C

With palladium diacetate; lithium aluminium tetrahydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; lithium diisopropyl amide; In tetrahydrofuran; toluene; 1: Buchwald-Hartwig reaction;

DOI:10.1016/j.tetlet.2005.03.184

upstream raw materials:

((2S,4S)-7-Methyl-2-oxo-2-phenyl-3,4-dihydro-2λ⁶-benzo[c][1,2]thiazin-4-yl)-acetic acid methyl ester

C₁₈H₁₉NO₃S

methyl (E)-3-(2-bromo-4-methylphenyl)acrylate

(S)-S-methyl-S-phenylsulfoximine

Downstream raw materials:

(S)-3-(2-iodo-4-methylphenyl)butan-1-ol

(S)-trimethyl((5-methyl-2-(pent-4-en-2-yl)phenyl)ethynyl)silane

(S)-3-(4-methyl-2-((trimethylsilyl)ethynyl)phenyl)butan-1-ol

(S)-3-(4-methyl-2-((trimethylsilyl)ethynyl)phenyl)butanal

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