methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

Base Information

Chemical Name:methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate
CAS No.:443646-87-5
Molecular Formula:C₁₇H₂₄O₆
Molecular Weight:324.374
Hs Code.:

Synonyms:methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

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Chemical Property of methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

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Technology Process of methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

There total 5 articles about methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate 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: 71.0%

: 443646-85-3
methyl-(6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-((trimethylsilyl)-methyl)-1-cyclohexenecarboxylate

: 443646-87-5
methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

: methyl-(1R,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 60h;
DOI:10.1007/s706-002-8242-9

Reference yield:

: 6-[3-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-propenyl]-2-hydroxy-cyclohex-1-enecarboxylic acid methyl ester

: 443646-87-5
methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

1.2: 77 percent / tetrahydrofuran / 4 h / 0 - 20 °C

2.1: 83 percent / nickel acetylacetonate / tetrahydrofuran; diethyl ether / 0 - 20 °C

3.1: 98 percent / FeCl₃ / 2 h / 0 °C

4.1: 71 percent / trifluoroacetic acid / CH₂Cl₂ / 60 h / 20 °C

With bis(acetylacetonate)nickel(II); iron(III) chloride; sodium hydride; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1007/s706-002-8242-9

Reference yield:

: 443646-83-1
methyl-(6S)-6-(3-(t-butyldimethylsilyloxy)-2-((t-butyldimethylsilyloxy)methyl)-prop-1-en-1-yl)-2-((trimethylsilyl)-methyl)-1-cyclohexenecarboxylate

: 443646-87-5
methyl-(1S,6S)-6-(3-(acetoxy)-2-((acetoxy)methyl)-prop-1-en-1-yl)-2-methylen-1-cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / FeCl₃ / 2 h / 0 °C

2: 71 percent / trifluoroacetic acid / CH₂Cl₂ / 60 h / 20 °C

With iron(III) chloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1007/s706-002-8242-9