(3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide

Base Information

• Chemical Name: (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide
• CAS No.: 509094-64-8
• Molecular Formula: C₁₈H₁₈N₂O₃S
• Molecular Weight: 342.419
• Mol file: 509094-64-8.mol

Synonyms:(3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide

Chemical Property of (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide

There total 3 articles about (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide 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: 48.0%

(S)-1-phenyl-ethylamine (2627-86-3) + (3aR,6aR)-3-Phenyl-6,6a-dihydro-3aH-1,5-dioxa-4-thia-2-aza-pentalene 4,4-dioxide → (3aS,6aS)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide (509094-65-9) + (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide (509094-64-8)

Guidance literature:

(S)-1-phenyl-ethylamine; (3aR,6aR)-3-Phenyl-6,6a-dihydro-3aH-1,5-dioxa-4-thia-2-aza-pentalene 4,4-dioxide; In tetrahydrofuran; for 24h; Heating;

With trichlorophosphate; In tetrahydrofuran; for 12h; Heating;

With dmap; triethylamine; In tetrahydrofuran; for 36h; Heating;

DOI:10.1016/j.tetasy.2004.12.026

Reference yield:

benzonitrile oxide (873-67-6) → (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide (509094-64-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorosuccinimide; pyridine / CH₂Cl₂ / 0.83 h / 20 - 40 °C

1.2: 82 percent / triethylamine / CH₂Cl₂; toluene / 24 h / 20 °C

2.1: tetrahydrofuran / 24 h / Heating

2.2: phosphorus oxychloride / tetrahydrofuran / 12 h / Heating

2.3: 48 percent / 4-(dimethylamino)pyridine; triethylamine / tetrahydrofuran / 36 h / Heating

With pyridine; N-chloro-succinimide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tetasy.2004.12.026

Reference yield:

benzonitrile oxide (873-67-6) + 2-((S)-1-Phenyl-ethyl)-2,3-dihydro-isothiazole 1,1-dioxide (350506-88-6,1373028-76-2) → (3aS,6aS)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide (509094-65-9) + (3aR,6aR)-3-Phenyl-5-((S)-1-phenyl-ethyl)-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide (509094-64-8)

Guidance literature:

In toluene; at 20 ℃;

DOI:10.1016/j.tetasy.2004.12.026

upstream raw materials:

(S)-1-phenyl-ethylamine

benzonitrile oxide

2-((S)-1-Phenyl-ethyl)-2,3-dihydro-isothiazole 1,1-dioxide

Downstream raw materials:

((3aR,6aR)-4,4-Dioxo-3-phenyl-3a,4,6,6a-tetrahydro-1-oxa-4λ⁶-thia-2,5-diaza-pentalen-5-yl)-((1S,2S,3R,4R)-3-methyl-bicyclo[2.2.1]hept-5-en-2-yl)-methanone

(E)-1-((3aR,6aR)-4,4-Dioxo-3-phenyl-3a,4,6,6a-tetrahydro-1-oxa-4λ⁶-thia-2,5-diaza-pentalen-5-yl)-but-2-en-1-one

(3aR,6aR)-3-Phenyl-3a,5,6,6a-tetrahydro-1-oxa-4-thia-2,5-diaza-pentalene 4,4-dioxide