(+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

Base Information

Chemical Name:(+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene
CAS No.:253584-54-2
Molecular Formula:C₂₆H₂₀Cl₆O₁₀
Molecular Weight:705.157
Hs Code.:

Synonyms:(+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

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Chemical Property of (+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

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Technology Process of (+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

There total 6 articles about (+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene 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: 90.0%

: 65-85-0,8013-63-6
benzoic acid

: Carbonic acid 2,2,2-trichloro-ethyl ester (1S,4S,5R,6R)-4,5,6-tris-(2,2,2-trichloro-ethoxycarbonyloxy)-cyclohex-2-enyl ester

: 253584-54-2
(+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

Guidance literature:: With trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); sodium hydroxide; tetrahexylammonium bromide; bis(η3-allyl-μ-chloropalladium(II)); In dichloromethane; at 20 ℃; for 18h;
DOI:10.1002/1521-3765(20010417)7:8<1619::AID-CHEM16190>3.0.CO;2-4

Reference yield:

: 4381-96-8,6216-24-6,25348-63-4,80226-74-0,109526-05-8,123354-99-4,123355-00-0,123355-01-1,129829-60-3,129829-61-4,133319-96-7,143615-78-5,143615-79-6
(+/-)-(1,3/2,4)-1,2,3,4-tetra-O-acetyl-5-cyclohexene-1,2,3,4-tetrol

: 253584-54-2
(+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / NEt₃; H₂O / methanol

2: 90 percent / pyridine; DMAP / CH₂Cl₂

3: 90 percent / aq. NaOH; tetrahexylammonium bromide; (1S,2S)-1,2-[o-(PPh2)C6H4CONH]2-cyclohexane / [η³-C3H5)PdCl]2 / CH2Cl2 / 18 h / 20 °C

With pyridine; dmap; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); sodium hydroxide; water; tetrahexylammonium bromide; triethylamine; bis(η3-allyl-μ-chloropalladium(II)); In methanol; dichloromethane;
DOI:10.1002/1521-3765(20010417)7:8<1619::AID-CHEM16190>3.0.CO;2-4

Reference yield:

: 526-87-4,4782-74-5,4782-75-6,4782-76-7,4942-61-4,4942-62-5,6090-98-8,7586-48-3,25348-64-5,80338-90-5,123238-09-5,129829-50-1,129829-51-2,133319-93-4,137567-79-4,138258-55-6,139559-64-1,140923-39-3
(+/-)-Conduritol B

: 253584-54-2
(+)-(1S,2R,3R,4S)-1,4-Dibenzoyloxy-2,3-di[(2,2,2-trichloroethoxy)carbonyl]oxy-5-cyclohexene

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / pyridine; DMAP / CH₂Cl₂

2: 90 percent / aq. NaOH; tetrahexylammonium bromide; (1S,2S)-1,2-[o-(PPh2)C6H4CONH]2-cyclohexane / [η³-C3H5)PdCl]2 / CH2Cl2 / 18 h / 20 °C

With pyridine; dmap; trans-1,2-(1S,2S)-1,2-diaminocyclohexane-N,N’-bis(2’-diphenylphosphinobenzoyl); sodium hydroxide; tetrahexylammonium bromide; bis(η3-allyl-μ-chloropalladium(II)); In dichloromethane;
DOI:10.1002/1521-3765(20010417)7:8<1619::AID-CHEM16190>3.0.CO;2-4