(+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

Base Information

Chemical Name:(+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate
CAS No.:168921-98-0
Molecular Formula:C₂₄H₃₄O₁₄
Molecular Weight:546.526
Hs Code.:

Synonyms:(+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

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Chemical Property of (+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

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Technology Process of (+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

There total 4 articles about (+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate 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: 28.0%

: 168921-97-9
(+)-(1R,2S,3S,4R,6R)-3-endo-methoxy-5-oxo-6-endo-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>-7-oxabicyclo<2.2.1>hept-2-endo-yl acetate

: 168921-98-0
(+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

Guidance literature:: With triethylamine; In isopropyl alcohol; at 20 ℃; Irradiation;
DOI:10.1016/0040-4039(95)00548-Q

Reference yield:

: 146444-29-3
(1RS,4RS,5RS,6RS)-5-exo-benzeneselenyl-6-endo-methoxy-7-oxabicyclo<2.2.1>heptan-2-one

: 168921-98-0
(+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiHMDS, 3.) MeI

2: 1.) Bu₃SnH, AIBN, 2.) m-CPBA, 3.) AcONa, 4.) Bu₃SnH, AIBN

3: Et₃N / propan-2-ol / 9 h / 20 °C / Irradiation

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; methyl iodide; In isopropyl alcohol;
DOI:10.1021/jo00131a007

Reference yield:

: (+/-)-(1RS,4RS,5RS,6RS)-6-endo-methoxy-3-methylidene-5-exo-(phenylseleno)-7-oxabicyclo<2.2.1>heptan-2-one

: 168921-98-0
(+)-(1S,2R,3R,6R)-2-hydroxy-6-methoxy-4-oxo-3-<(2',3',4',6'-tetra-O-acetyl-α-D-galactopyranosyl)methyl>cyclohexyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) Bu₃SnH, AIBN, 2.) m-CPBA, 3.) AcONa, 4.) Bu₃SnH, AIBN

2: Et₃N / propan-2-ol / 9 h / 20 °C / Irradiation

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; triethylamine; 3-chloro-benzenecarboperoxoic acid; In isopropyl alcohol;
DOI:10.1021/jo00131a007