(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

Base Information

Chemical Name:(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester
CAS No.:553663-08-4
Molecular Formula:C₃₉H₄₁IO₉S
Molecular Weight:812.72
Hs Code.:

(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

Synonyms:(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

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Chemical Property of (4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

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Technology Process of (4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

There total 5 articles about (4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-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: 71.0%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 553663-06-2
(4aR,6R,7R,8R,8aR)-7,8-Dihydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

: 553663-08-4
(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; for 30h;
DOI:10.1021/ol034741r

Reference yield:

: 85810-81-7
methyl acetyl of methyl phenylglyoxylate

: 553663-08-4
(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / dimethylformamide / 1 h / 0 °C

1.2: TMSOTf / CH₂Cl₂

2.1: AlMe₃ / hexane; toluene / 5 h / Heating

3.1: 450 mg / TBAF / CH₂Cl₂; hexane / 1 h / 20 °C

4.1: 71 percent / CSA / CH₂Cl₂ / 30 h

With camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; trimethylaluminum; sodium hydride; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol034741r

Reference yield:

: 177748-62-8
2-(2-iodophenyl)-1-ethanethiol

: 553663-08-4
(4aR,6R,7R,8S,8aS)-6-Methoxy-7,8-bis-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

Guidance literature:: Multi-step reaction with 3 steps

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

2: 450 mg / TBAF / CH₂Cl₂; hexane / 1 h / 20 °C

3: 71 percent / CSA / CH₂Cl₂ / 30 h

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