(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

Base Information

Chemical Name:(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane
CAS No.:1299472-53-9
Molecular Formula:C₈H₁₂Cl₃NO₃
Molecular Weight:276.547
Hs Code.:

Synonyms:(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

Chemical Property:

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Technology Process of (1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

There total 7 articles about (1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane 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: 75.0%

: 1299472-52-8
2',2',2'-trichloro-N-[(1S,2S,6R)-7-oxabicyclo[4.1.0]hept-2-yl]acetamide

: 1299472-53-9
(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

Guidance literature:: With sulfuric acid; In 1,4-dioxane; at 20 ℃; for 0.75h;
DOI:10.1039/c0ob00619j

Reference yield:

: 62179-18-4
(2E)-octa-2,7-dien-1-ol

: 1299472-53-9
(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

Guidance literature:: Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

2: di-μ-chlorobis[(η(5)-(S)-(pR)-2-(2'-(4'-(1-methylethyl))oxazolinyl)cyclopentadienyl, 1-C, 3'-N)(η(4)-tetraphenylcyclobutadiene)cobalt]dipalladium / dichloromethane / 72 h / 45 °C / Inert atmosphere

3: Grubbs catalyst first generation / dichloromethane / 65 °C

4: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 19 h / 20 °C

5: sulfuric acid / 1,4-dioxane / 0.75 h / 20 °C

With Grubbs catalyst first generation; di-μ-chlorobis[(η(5)-(S)-(pR)-2-(2'-(4'-(1-methylethyl))oxazolinyl)cyclopentadienyl, 1-C, 3'-N)(η(4)-tetraphenylcyclobutadiene)cobalt]dipalladium; sulfuric acid; sodium hydrogencarbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; 2: Overman rearrangement;
DOI:10.1039/c0ob00619j

Reference yield:

: C₁₀H₁₄Cl₃NO

: 1299472-53-9
(1S,2S,3S)-1-(2',2',2'-trichloromethylcarbonylamino)-2,3-dihydroxycyclohexane

Guidance literature:: Multi-step reaction with 3 steps

1: Grubbs catalyst first generation / dichloromethane / 65 °C

2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 19 h / 20 °C

3: sulfuric acid / 1,4-dioxane / 0.75 h / 20 °C

With Grubbs catalyst first generation; sulfuric acid; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane;
DOI:10.1039/c0ob00619j