2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

Base Information

Chemical Name:2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester
CAS No.:292157-43-8
Molecular Formula:C₃₁H₄₁NO₁₀S
Molecular Weight:619.733
Hs Code.:

Synonyms:2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

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Chemical Property of 2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

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Technology Process of 2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

There total 15 articles about 2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl 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: 82.0%

: 292157-41-6
2-[4-(4-{(S)-2-[[(E)-5-(tert-Butyl-diphenyl-silanyloxy)-pent-3-enyl]-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

: 292157-43-8
2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)00709-7

Reference yield:

: 4703-32-6
(S)-2-[N-(4-methylphenyl)sulfonylamino]-3-(4-hydroxyphenyl) propionic acid

: 292157-43-8
2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / diethyl ether

2: 98 percent / PPTS / CH₂Cl₂

3: 75 percent / DEAD; Ph₃P / tetrahydrofuran

4: 71 percent / PTSA / CH₂Cl₂; propan-2-ol

5: 81 percent / DEAD; Ph₃P / tetrahydrofuran

6: 77 percent / PPTS / CH₂Cl₂; methanol

7: 66 percent / DEAD; Ph₃P; MeI / toluene

8: 88 percent / NaH / tetrahydrofuran; dimethylformamide

9: 82 percent / TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 1: Esterification / 2: Etherification / 3: Mitsunobu reaction / 4: Hydrolysis / 5: Mitsunobu reaction / 6: Hydrolysis / 7: Iodination / 8: Condensation / 9: Hydrolysis;
DOI:10.1016/S0040-4039(00)00709-7

Reference yield:

: 101585-61-9
N-tosyl L-tyrosine methyl ester

: 292157-43-8
2-[4-(4-{(S)-2-[((E)-5-Hydroxy-pent-3-enyl)-(toluene-4-sulfonyl)-amino]-2-methoxycarbonyl-ethyl}-phenoxy)-butyl]-malonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / PPTS / CH₂Cl₂

2: 75 percent / DEAD; Ph₃P / tetrahydrofuran

3: 71 percent / PTSA / CH₂Cl₂; propan-2-ol

4: 81 percent / DEAD; Ph₃P / tetrahydrofuran

5: 77 percent / PPTS / CH₂Cl₂; methanol

6: 66 percent / DEAD; Ph₃P; MeI / toluene

7: 88 percent / NaH / tetrahydrofuran; dimethylformamide

8: 82 percent / TBAF / tetrahydrofuran

With tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; sodium hydride; toluene-4-sulfonic acid; triphenylphosphine; diethylazodicarboxylate; methyl iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol; toluene; 1: Etherification / 2: Mitsunobu reaction / 3: Hydrolysis / 4: Mitsunobu reaction / 5: Hydrolysis / 6: Iodination / 7: Condensation / 8: Hydrolysis;
DOI:10.1016/S0040-4039(00)00709-7