Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

Chemical Name:Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:553663-03-9
Molecular Formula:C₂₇H₂₉IO₉S
Molecular Weight:656.492
Hs Code.:

Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Synonyms:Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Property of Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Technology Process of Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 5 articles about Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl 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:

: 85810-81-7
methyl acetyl of methyl phenylglyoxylate

: 553663-03-9
Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 76 percent / CSA / acetonitrile / Heating

2: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 90 percent / AlMe₃ / hexane; toluene / 5 h / Heating

4: TBAF / CH₂Cl₂; hexane / 1 h / 20 °C

5: 347 mg / pyridine; DMAP / 3 h

With pyridine; dmap; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; trimethylaluminum; triethylamine; In hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ol034741r

Reference yield:

: 553663-01-7
(4aR,6S,7R,8R,8aS)-7,8-Dihydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

: 553663-03-9
Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 90 percent / AlMe₃ / hexane; toluene / 5 h / Heating

3: TBAF / CH₂Cl₂; hexane / 1 h / 20 °C

4: 347 mg / pyridine; DMAP / 3 h

With pyridine; dmap; tetrabutyl ammonium fluoride; trimethylaluminum; triethylamine; In hexane; dichloromethane; toluene;
DOI:10.1021/ol034741r

Reference yield:

: 553663-02-8
(4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-7,8-bis-trimethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carboxylic acid methyl ester

: 553663-03-9
Acetic acid (2S,4aR,6S,7R,8S,8aR)-7-acetoxy-2-[2-(2-iodo-phenyl)-ethylsulfanylcarbonyl]-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / AlMe₃ / hexane; toluene / 5 h / Heating

2: TBAF / CH₂Cl₂; hexane / 1 h / 20 °C

3: 347 mg / pyridine; DMAP / 3 h

With pyridine; dmap; tetrabutyl ammonium fluoride; trimethylaluminum; In hexane; dichloromethane; toluene;
DOI:10.1021/ol034741r