benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

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Chemical Name:benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester
CAS No.:537014-76-9
Molecular Formula:C₂₁H₂₆O₇
Molecular Weight:390.433
Hs Code.:

Synonyms:benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

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Chemical Property of benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

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Technology Process of benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

There total 4 articles about benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-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: 40.0%

: 98-88-4
benzoyl chloride

: 346413-55-6
1,2-bis[(2R,3S,6S)-3-hydroxy-6-methoxy-2,3-dihydro-6H-pyran-2-yl]ethane

: 537014-76-9
benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1039/b208781b

Reference yield:

: 22111-14-4
1,4-di(2-furanyl)-1,4-butanedione

: 537014-76-9
benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / BH₃*THF; (S)-1-Me-3,3-Ph₂-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 2 h / 20 °C

2: 95 percent / t-BuOOH / VO(acac)2 / CH₂Cl₂; toluene / 6 h

3: 75 percent / BF₃*Et₂O / CH₂Cl₂ / 4 h / 20 °C

4: 75 percent / CeCl₃*7H₂O; NaBH₄ / CH₂Cl₂; methanol / 0.5 h / -78 °C

5: 40 percent / Et₃N; DMAP / CH₂Cl₂ / 4 h / 0 °C

With tert.-butylhydroperoxide; dmap; sodium tetrahydroborate; cerium(III) chloride; borane-THF; boron trifluoride diethyl etherate; triethylamine; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; bis(acetylacetonate)oxovanadium; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1039/b208781b

Reference yield:

: 346413-53-4
1,2-bis[(2R,6S)-6-methoxy-3-oxo-6H-pyran-2-yl]ethane

: 537014-76-9
benzoic acid (2R,3S,6S)-2-{2-[(2'R,3'S,6'S)-3'-hydroxy-6'-methoxy-2',3'-dihydro-6H-pyran-2'-yl]ethyl}-6-methoxy-3,6-dihydro-2H-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / CeCl₃*7H₂O; NaBH₄ / CH₂Cl₂; methanol / 0.5 h / -78 °C

2: 40 percent / Et₃N; DMAP / CH₂Cl₂ / 4 h / 0 °C

With dmap; sodium tetrahydroborate; cerium(III) chloride; triethylamine; In methanol; dichloromethane;
DOI:10.1039/b208781b