((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Base Information

Chemical Name:((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester
CAS No.:414858-64-3
Molecular Formula:C₁₉H₂₀Cl₃NO₇
Molecular Weight:480.729
Hs Code.:

Synonyms:((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

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Chemical Property of ((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

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Technology Process of ((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

There total 1 articles about ((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl 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: 88.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 172490-46-9
2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose

: 107-19-7
propargyl alcohol

: 414858-64-3
((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

Guidance literature:: 2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-D-glucopyranose; propargyl alcohol; With chloro-trimethyl-silane; at 20 ℃; for 72h;

benzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃;
DOI:10.1271/bbb.66.211

Reference yield:

: 414858-64-3
((2R,4aR,6S,7R,8R,8aS)-8-Hydroxy-2-phenyl-6-prop-2-ynyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid 2,2,2-trichloro-ethyl ester

: 183388-21-8
allyl 4,6-O-benzylidene-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Co₂(CO)8 / CH₂Cl₂ / 20 °C

1.2: 100 percent / CF₃COOH; water / CH₂Cl₂ / 1 h / 20 °C

2.1: chlorotrimethylsilane / 72 h / 20 °C

2.2: 76 percent / p-toluenesulfonic acid / acetonitrile / 20 °C

With chloro-trimethyl-silane; dicobalt octacarbonyl; In dichloromethane; 2.1: Fischer glycosidation;
DOI:10.1271/bbb.66.211