(2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal

Base Information

• Chemical Name: (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal
• CAS No.: 129193-04-0
• Molecular Formula: C₂₉H₃₂O₆
• Molecular Weight: 476.569

Synonyms:(2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal

Chemical Property of (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal

Chemical Property:

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Technology Process of (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal

There total 1 articles about (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal 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: 91.0%

1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon (85716-45-6) + ethane-1,2-dithiol (540-63-6) → (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal (129193-04-0)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; benzene; for 3h; Heating; Dean-Stark;

DOI:10.1016/0008-6215(90)84194-Y

Reference yield: 94.5%

(2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal (129193-04-0) → (2S)-2,3,4-tribenzyloxy-5-oxocyclohexanone ethylene acetal

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2.5h;

DOI:10.1016/j.carres.2016.10.013

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-hydroxycyclohexanone ethylene acetal (129193-04-0) → (2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal (129193-05-1)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 0.166667h;

DOI:10.1016/0008-6215(90)84194-Y

upstream raw materials:

1L-(2,4,5/3)-2,3,4-Tri-O-benzyl-2,3,4,5-tetrahydroxy-1-cyclohexanon

ethane-1,2-dithiol

Downstream raw materials:

(2S)-(2,4,5/3)-2,3,4-tribenzyloxy-5-trifluoromethanesulphonyloxycyclohexanone ethylene acetal

(2S)-(2,4/3)-2,3,4-tribenzyloxycyclohex-5-enone ethylene acetal

(2S)-(2,4/3,5,6)-5,6-anhydro-2,3,4-tribenzyloxy-5,6-dihydroxycyclohexanone ethylene acetal

(2S)-(2,4,5/3,6)-2,3,4-tribenzyloxy-5-chloro-6-phenylthiocyclohexanone ethylene acetal

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