(1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate

Base Information

• Chemical Name: (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate
• CAS No.: 123808-78-6
• Molecular Formula: C₁₄H₂₁NO₇
• Molecular Weight: 315.323
• Mol file: 123808-78-6.mol

Synonyms:(1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate

Chemical Property of (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate

There total 24 articles about (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate 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: 97.0%

conduramine A-1 tetraacetate (123808-77-5) → (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate (123808-78-6)

Guidance literature:

With hydrogen; palladium; In methanol;

DOI:10.1016/0040-4039(91)80757-W

Reference yield: 97.0%

acetic anhydride (108-24-7) + dihydroconduramine A-1 (138513-22-1,321164-63-0) → (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate (123808-78-6)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

Reference yield:

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole (130669-75-9) → (1S,2R,3S,4R)-(+)-4-Acetamidocyclohexane-1,2,3-triyl triacetate (123808-78-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 52 percent / Bu₄NIO₄ / CH₂Cl₂ / 1 h / ice bath cooling

2: 91 percent / Al/Hg, H₂O / tetrahydrofuran / 6 h / 0 °C

3: 99 percent / conc. HCl, H₂O / acetone / 12 h / Ambient temperature

4: 99 percent / H₂ / 5percent Pd/C / methanol / 4 h / 1551.4 Torr

5: 97 percent / pyridine / 3 h / Ambient temperature

With pyridine; hydrogenchloride; aluminum amalgam; water; hydrogen; tetrabutylammonium periodite; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetone;

upstream raw materials:

conduramine A-1 tetraacetate

acetic anhydride

dihydroconduramine A-1

(3aS,7aS)-4-bromo-2,2-dimethyl-3a,7a-dihydro-1,3-benzodioxole