Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

Base Information

Chemical Name:Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester
CAS No.:288143-66-8
Molecular Formula:C₄₉H₆₄O₁₈S₂
Molecular Weight:1005.17
Hs Code.:

Synonyms:Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

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Chemical Property of Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

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Technology Process of Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

There total 6 articles about Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester 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: 26.0%

: 1663-67-8
malonoyl dichloride

: 288143-60-2
3-[S-(4-hydroxybut-2-ynyl)thiomethyl]benzoic acid 1,4,7,10,13-pentaoxacyclopentadec-2-ylmethyl ester

: 288143-66-8
Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

Guidance literature:: With dmap; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 13h; Heating;
DOI:10.1006/bioo.1999.1167

Reference yield:

: 63024-77-1
3-(Chloromethyl)benzoyl chloride

: 288143-66-8
Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / molecular sieves 4 Angstroem; TMEDA / CH₂Cl₂; tetrahydrofuran / 21.5 h / -78 - 20 °C

2: ethanol / Heating

3: 0.277 g / nBuNH₂ / ethanol / 0 - 20 °C

4: 83 percent / iPr₂NEt / ethanol / 20 °C

5: 26 percent / DMAP; iPr₂NEt / tetrahydrofuran / 13 h / Heating

With dmap; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; N-butylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; 1: Esterification / 2: Substitution / 3: Elimination / 4: Alkylation / 5: Esterification;
DOI:10.1006/bioo.1999.1167

Reference yield:

: 75507-25-4,80004-03-1
2-(hydroxymethyl)-15-crown-5

: 288143-66-8
Malonic acid bis-{4-[3-(1,4,7,10,13-pentaoxa-cyclopentadec-2-ylmethoxycarbonyl)-benzylsulfanyl]-but-2-ynyl} ester

Guidance literature:: Multi-step reaction with 5 steps

1: 66 percent / molecular sieves 4 Angstroem; TMEDA / CH₂Cl₂; tetrahydrofuran / 21.5 h / -78 - 20 °C

2: ethanol / Heating

3: 0.277 g / nBuNH₂ / ethanol / 0 - 20 °C

4: 83 percent / iPr₂NEt / ethanol / 20 °C

5: 26 percent / DMAP; iPr₂NEt / tetrahydrofuran / 13 h / Heating

With dmap; N,N,N,N,-tetramethylethylenediamine; 4 A molecular sieve; N-butylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; dichloromethane; 1: Esterification / 2: Substitution / 3: Elimination / 4: Alkylation / 5: Esterification;
DOI:10.1006/bioo.1999.1167