(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Base Information

Chemical Name:(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate
CAS No.:83866-10-8
Molecular Formula:C₂₉H₃₀Cl₃NO₅
Molecular Weight:578.92
Hs Code.:

Synonyms:(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Suppliers and Price of (2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Supply Marketing:

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

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Total 2 raw suppliers

Chemical Property of (2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

There total 20 articles about (2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-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: 100.0%

: 210426-02-1
2,3,4-tri-O-benzyl-L-rhamnopyranose

: 545-06-2
trichloroacetonitrile

: 83866-10-8
(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Guidance literature:: With caesium carbonate; In dichloromethane; for 3.5h;
DOI:10.1021/acs.orglett.0c03670

Reference yield:

: 86795-38-2
2,3,4-tri-O-(phenylmethyl)-α-L-rhamnopyranoside

: 545-06-2
trichloroacetonitrile

: 83866-10-8
(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Guidance literature:: With sodium hydride; Yield given. Multistep reaction; 1.) CH₂Cl₂, RT, 15 min, 2.) CH₂Cl₂, RT, 3 h;
DOI:10.1021/jm00160a025

Reference yield:

: 64650-81-3
allyl α-L-rhamnopyranoside

: 83866-10-8
(2S,3R,4R,5S,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-yl 2,2,2-trichloroacetimidate

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / NaH; Bu₄NI / dimethylformamide

2: t-BuOK / dimethylsulfoxide / 0.25 h / 100 °C

3: 825 mg / aq. HCl / acetone / 0.5 h / Heating

4: Cs₂CO₃ / CH₂Cl₂ / 3.5 h

With hydrogenchloride; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; caesium carbonate; In dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; 1: Alkylation / 2: Isomerization / 3: Hydrolysis / 4: Addition;
DOI:10.1021/jo971413u