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

Base Information

Chemical Name:Acetic acid (2R,4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
CAS No.:107657-09-0
Molecular Formula:C₁₆H₂₀O₇
Molecular Weight:324.331
Hs Code.:

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

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

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

There total 29 articles about Acetic acid (2R,4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-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: 96.0%

: 107657-08-9
Acetic acid (2R,4aR,6S,7S,8aR)-6-methoxy-8-oxo-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 107657-09-0
Acetic acid (2R,4aR,6S,7R,8R,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at -10 ℃; for 0.0166667h;
DOI:10.1021/ja00243a043

Reference yield: 90.0%

: 108-24-7
acetic anhydride

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

: 2774-23-4,20750-02-1,25577-40-6,37180-49-7,37180-53-3,57538-70-2,96779-61-2,98392-36-0,107657-07-8,107657-09-0,130195-96-9,141611-58-7,144607-24-9,144607-27-2,150654-15-2,150654-16-3
methyl 2-O-acetyl-4,6-O-benzylidene-α-D-glucopyranoside

Guidance literature:: With tetrabutylammonium acetate; In acetonitrile; at 20 ℃; Time; Temperature; Reagent/catalyst; regioselective reaction;
DOI:10.1021/jo402036u

Reference yield: 81.0%

: 2641-79-4
methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside

: 108-24-7
acetic anhydride

: 104-88-1
4-chlorobenzaldehyde

: 100-52-7
benzaldehyde

: 1122-91-4
4-bromo-benzaldehyde

: 93-97-0
benzoic acid anhydride

: 942044-36-2
C₁₆H₁₉ClO₇

: 942044-37-3
C₂₁H₂₁ClO₇

: 2774-23-4,20750-02-1,25577-40-6,37180-49-7,37180-53-3,57538-70-2,96779-61-2,98392-36-0,107657-07-8,107657-09-0,130195-96-9,141611-58-7,144607-24-9,144607-27-2,150654-15-2,150654-16-3
methyl 2-O-acetyl-4,6-O-benzylidene-α-D-glucopyranoside

: Acetic acid (2R,4aR,6S,7R,8S,8aS)-2-(4-bromo-phenyl)-8-hydroxy-6-methoxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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

Guidance literature:: methyl 2,3,4,6-tetrakis-O-trimethylsilyl-α-D-glucopyranoside; 4-chlorobenzaldehyde; benzaldehyde; 4-bromo-benzaldehyde; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -86 ℃; for 2h; Molecular sieve; Combinatorial reaction / High throughput screening (HTS);

With triethylsilane; β-naphthaldehyde; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -86 ℃; for 5h;

acetic anhydride; benzoic acid anhydride; With 2,3-dicyano-5,6-dichloro-p-benzoquinone; trimethylsilyl trifluoromethanesulfonate; more than 3 stages; Product distribution / selectivity;