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

Base Information

Chemical Name:Benzoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-8-phenoxythiocarbonyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
CAS No.:365418-32-2
Molecular Formula:C₂₈H₂₆O₈S
Molecular Weight:522.576
Hs Code.:

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

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

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

There total 1 articles about Benzoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-8-phenoxythiocarbonyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-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: 85.0%

: 1005-56-7
phenylcarbonochloridothioate

: 28642-64-0,35823-97-3,38992-99-3,51591-23-2,55169-75-0,56253-26-0,72659-78-0,80041-30-1,80299-59-8,86420-70-4,86420-72-6,91685-06-2,99265-94-8,109010-33-5,118246-05-2,126255-07-0
methyl 2-O-benzoyl-4,6-di-O-benzylidene-α-D-glucopyranoside

: 365418-32-2
Benzoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-8-phenoxythiocarbonyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: With pyridine; 1-hydroxy-pyrrolidine-2,5-dione; In toluene; at 20 ℃; for 1h;
DOI:10.1021/jo030039x

Reference yield: 62.0%

: 24850-33-7
allyltributylstanane

: 365418-32-2
Benzoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-8-phenoxythiocarbonyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 365418-33-3
methyl 2-O-benzoyl-4,6-di-O-benzylidene-3-allyl-3-deoxy-α-D-glucopyranoside

Guidance literature:: With 2,2'-azobis(isobutyronitrile); In toluene; for 4h; Heating;
DOI:10.1021/jo030039x

Reference yield:

: 365418-32-2
Benzoic acid (2R,4aR,6S,7R,8S,8aR)-6-methoxy-8-phenoxythiocarbonyloxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 365418-16-2
(2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-2-((2R,4aR,6S,7R,8S,8aS)-7-benzyloxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ylmethyl)-6-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 62 percent / AIBN / toluene / 4 h / Heating

2.1: NaH / methanol / 2 h / 20 °C

2.2: 94 percent / NaH / dimethylformamide / 12 h / 23 °C

3.1: O₃ / CH₂Cl₂ / -78 °C

3.2: 85 percent / Zn; glacial acetic acid / -78 - 20 °C

4.1: 91 percent / 2-methyl-2-butene; NaH₂PO₄; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

5.1: 92 percent / 4-DMAP; DCC / CH₂Cl₂ / 18 h / 20 °C

6.1: 58 percent / TiCl₄; Zn; TMEDA / PbCl₂ / CH₂Cl₂; tetrahydrofuran / 1 h / 60 °C

7.1: (N,N'-Mes₂-imidazolidin-2-yl)Ru=CHPh(PCy₃)Cl₂ / toluene / 3 h / 60 °C

7.2: BH₃ / tetrahydrofuran; toluene / 20 °C

7.3: 52 percent / 1 M NaOH; 30 percent H₂O₂ / toluene; tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

With dmap; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,2'-azobis(isobutyronitrile); N,N,N,N,-tetramethylethylenediamine; titanium tetrachloride; sodium hydride; ozone; dicyclohexyl-carbodiimide; zinc; tri(cycloxexyl)phosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride; lead(II) chloride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol;
DOI:10.1021/jo030039x