(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:896729-42-3
Molecular Formula:C₃₃H₃₄Cl₃NO₁₂
Molecular Weight:742.991
Hs Code.:

(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 7 articles about (2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl 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:

: O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->3)-1,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-D-galactopyranose

: 896729-42-3
(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / n-Bu₄NBr; BF₃*Et₂O; TMSBr / 2,4,6-collidine / CH₂Cl₂ / 48 h / 20 °C

2: 90 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h

3: NaOMe / methanol

4: trifluoroacetic acid / 4 h

With trimethylsilyl bromide; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetrabutylammomium bromide; sodium methylate; trifluoroacetic acid; 2,4,6-trimethyl-pyridine; In methanol; dichloromethane;
DOI:10.1002/anie.200503551

Reference yield:

: 890131-32-5
O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->3)-2-trichloromethyl-(4,6-di-O-acetyl-1,2-dideoxy-α-D-galactopyrano)[2,1-d]2-oxazoline

: 896729-42-3
(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.5 h

2: NaOMe / methanol

3: trifluoroacetic acid / 4 h

With trimethylsilyl trifluoromethanesulfonate; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane;
DOI:10.1002/anie.200503551

Reference yield:

: 890131-17-6
O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranosyluronate)-(1->3)-4,6-di-O-acetyl-2-deoxy-2-trichloroacetamido-1-O-trichloroacetimidoyl-α-D-galactopyranose

: 896729-42-3
(2S,3S,4S,5R,6R)-3,4,5-Trihydroxy-6-[(2S,4aR,6R,7R,8R,8aR)-6-(naphthalen-2-ylmethoxy)-2-phenyl-7-(2,2,2-trichloro-acetylamino)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / trimethylsilyl trifluoromethanesulfonate; molecular sieves 4 Angstroem / CH₂Cl₂; toluene / 1.5 h / 20 °C

2: NaOMe / methanol

3: trifluoroacetic acid / 4 h

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; sodium methylate; trifluoroacetic acid; In methanol; dichloromethane; toluene;
DOI:10.1002/anie.200503551