(+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate

Base Information

• Chemical Name: (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate
• CAS No.: 131244-37-6
• Molecular Formula: C₂₀H₂₁Cl₃N₂O₈
• Molecular Weight: 523.754
• Mol file: 131244-37-6.mol

Synonyms:

Chemical Property of (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate

There total 9 articles about (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate 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:

Acetic acid (3aR,4R,5S,6S,7R,7aR)-5-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-6,7-dimethoxy-2-trichloromethyl-3a,4,5,6,7,7a-hexahydro-benzooxazol-4-yl ester → (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate (131244-37-6)

Guidance literature:

With perchloric acid; In methanol; for 0.5h; Ambient temperature;

DOI:10.1039/P19900002255

Reference yield:

N-ethoxycarbonylphthalimide (22509-74-6) → (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate (131244-37-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / Na₂CO₃ / acetone / 48 h / Ambient temperature

2: 95 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

3: p-nitroperbenzoic acid / CHCl₃ / 96 h / Ambient temperature

4: 284 mg / 75percent acetic acid / 2 h / Ambient temperature

5: 1) NaH / 1) methylene dichloride, 0 deg C, 30 min, 2a) 0 deg C, 3 h, b) room temperature

6: 92.5 percent / AlEt₃ / 1,2-dimethoxy-ethane / 1) 0 deg C, 30 min, 2) room temperature, 2 h

7: pyridine / Ambient temperature

8: 203 mg / HClO₄ / methanol / 0.5 h / Ambient temperature

With pyridine; 1H-imidazole; 4-nitroperbenzoic acid; perchloric acid; triethylaluminum; sodium hydride; sodium carbonate; acetic acid; In methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; acetone;

DOI:10.1039/P19900002255

Reference yield:

(1S,4R,5R,6R)-4-Amino-5,6-dimethoxy-cyclohex-2-enol (102698-40-8,109906-47-0) → (+/-)-3t-hydroxy-4c,5t-dimethoxy-6t-phthalimido-2t-trichloroacetamidocyclohexyl acetate (131244-37-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 86 percent / Na₂CO₃ / acetone / 48 h / Ambient temperature

2: 95 percent / imidazole / CH₂Cl₂ / 4 h / Ambient temperature

3: p-nitroperbenzoic acid / CHCl₃ / 96 h / Ambient temperature

4: 284 mg / 75percent acetic acid / 2 h / Ambient temperature

5: 1) NaH / 1) methylene dichloride, 0 deg C, 30 min, 2a) 0 deg C, 3 h, b) room temperature

6: 92.5 percent / AlEt₃ / 1,2-dimethoxy-ethane / 1) 0 deg C, 30 min, 2) room temperature, 2 h

7: pyridine / Ambient temperature

8: 203 mg / HClO₄ / methanol / 0.5 h / Ambient temperature

With pyridine; 1H-imidazole; 4-nitroperbenzoic acid; perchloric acid; triethylaluminum; sodium hydride; sodium carbonate; acetic acid; In methanol; 1,2-dimethoxyethane; dichloromethane; chloroform; acetone;

DOI:10.1039/P19900002255

upstream raw materials:

N-ethoxycarbonylphthalimide

(1S,4R,5R,6R)-4-Amino-5,6-dimethoxy-cyclohex-2-enol

(+/-)-5c,6t-dimethoxy-4c-phthalimidocyclohex-2-en-1r-ol

(+/-)-2t,3t-epoxy-5c,6t-dimethoxy-4c-phthalimidocyclohexan-1r-ol