(E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester

Base Information

• Chemical Name: (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester
• CAS No.: 91491-26-8
• Molecular Formula: C₂₆H₃₆O₉S
• Molecular Weight: 524.632
• Mol file: 91491-26-8.mol

Synonyms:(E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester

Chemical Property of (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester

There total 4 articles about (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl 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: 66.0%

(E)-(S)-5-(Tetrahydro-pyran-2-yloxy)-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester (91282-43-8) → (E)-(4R,5R,7R)-4,5-Dihydroxy-7-((E)-(S)-5-hydroxy-hex-2-enoyloxy)-oct-2-enoic acid 2-(toluene-4-sulfonyl)-ethyl ester (91273-93-7) + (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester (91491-26-8)

Guidance literature:

With mercury dichloride; In water; acetonitrile; for 45h; Ambient temperature;

DOI:10.1016/S0040-4039(01)81188-6

Reference yield:

C18H19Cl3O5 (91273-92-6) → (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester (91491-26-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 47 percent / 4-dimethylaminopyridine / toluene / 24 h / Ambient temperature

2: 66 percent / HgCl₂ / acetonitrile; H₂O / 45 h / Ambient temperature

With dmap; mercury dichloride; In water; toluene; acetonitrile;

DOI:10.1016/S0040-4039(01)81188-6

Reference yield:

(5S,2E)-5-tetrahydropyranyloxy-2-hexenoic acid (91326-79-3) → (E)-(S)-5-Hydroxy-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester (91491-26-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 2 h / Ambient temperature

2: 47 percent / 4-dimethylaminopyridine / toluene / 24 h / Ambient temperature

3: 66 percent / HgCl₂ / acetonitrile; H₂O / 45 h / Ambient temperature

With dmap; triethylamine; mercury dichloride; In tetrahydrofuran; water; toluene; acetonitrile;

DOI:10.1016/S0040-4039(01)81188-6

upstream raw materials:

(E)-(S)-5-(Tetrahydro-pyran-2-yloxy)-hex-2-enoic acid (R)-2-((4R,5R)-2,2-dimethyl-5-{(E)-2-[2-(toluene-4-sulfonyl)-ethoxycarbonyl]-vinyl}-[1,3]dioxolan-4-yl)-1-methyl-ethyl ester

C₁₈H₁₉Cl₃O₅

(5S,2E)-5-tetrahydropyranyloxy-2-hexenoic acid

methyl (5S,2E)-5-tetrahydropyranyloxy-2-hexenoate