(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate
CAS No.:119643-01-5
Molecular Formula:C₂₄H₃₀O₁₄
Molecular Weight:542.494
Hs Code.:

Synonyms:(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

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Technology Process of (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

There total 5 articles about (2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate 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: 90.0%

: 884-35-5
methyl syringate

: 74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9
2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate

: 119643-01-5
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: methyl syringate; 2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate; In dichloromethane; at 0 ℃; Molecular sieve; Inert atmosphere;

With boron trifluoride diethyl etherate; In dichloromethane; for 3h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2012.09.025

Reference yield: 76.0%

: 884-35-5
methyl syringate

: 92052-29-4
2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate

: 119643-01-5
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

Guidance literature:: methyl syringate; 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl trichloroacetimidate; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere; Molecular sieve;

With boron trifluoride diethyl etherate; In dichloromethane; at -40 - 0 ℃; for 2.25h; Inert atmosphere; Molecular sieve;

Reference yield:

: 884-35-5
methyl syringate

: 74808-10-9,86520-63-0,87119-53-7,92052-29-4,121238-27-5,127061-80-7,142831-80-9
2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate

: 119643-01-5
(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-(2,6-dimethoxy-4-(methoxycarbonyl)phenoxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 1415639-04-1
2,6-dimethoxy-4-(methoxycarbonyl)phenyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside

Guidance literature:: methyl syringate; 2,3,4,6-tetra-O-acetyl-d-glucopyranosyl trichloroacetimidate; In dichloromethane; at 0 ℃; Molecular sieve; Inert atmosphere;

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; for 3h; Overall yield = 75 %; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.carres.2012.09.025