(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Base Information

Chemical Name:(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate
CAS No.:956143-49-0
Molecular Formula:C₁₆H₂₀Cl₃NO₅
Molecular Weight:412.698
Hs Code.:

Synonyms:(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

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Chemical Property of (2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

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Technology Process of (2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

There total 2 articles about (2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate 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: 89.0%

: C₅H₁₀O₅(C₇H₆)C₂H₄

: 545-06-2
trichloroacetonitrile

: 956143-49-0
(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

: (2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Guidance literature:: With sodium hydride; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ol7015115

Reference yield:

: 1,2-di-O-benzyl-3,4-di-O-methyl-D-xylopyranose

: 956143-49-0
(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / aq. HCl / dioxane / 24 h / Heating

2: 89 percent / NaH / CH₂Cl₂ / 3 h / 20 °C

With hydrogenchloride; sodium hydride; In 1,4-dioxane; dichloromethane;
DOI:10.1021/ol7015115

Reference yield: 47.0%

: 879873-93-5
{4-hydroxy-6-[2-(4-methoxybenzyloxy)-2-(2-methylcyclopropyl)ethyl]-3-methyltetrahydropyran-2-yl}acetic acid methyl ester

: 956143-49-0
(2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

: 956143-54-7
methyl 2-((2S,3S,4S,6R)-4-((2S,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-(4-methoxybenzyloxy)-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

: methyl 2-((2S,3S,4S,6R)-4-((2R,3R,4S,5R)-3-benzyloxy-4,5-dimethoxy-tetrahydro-2H-pyran-2-yloxy)-6-((S)-2-(4-methoxybenzyloxy)-2-((1R,2R)-2-methylcyclopropyl)ethyl)-3-methyl-tetrahydro-2H-pyran-2-yl)acetate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetonitrile; at -50 ℃; for 0.5h;
DOI:10.1021/ol7015115