2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Base Information

Chemical Name:2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester
CAS No.:678159-04-1
Molecular Formula:C₂₈H₂₇Cl₃N₂O₇
Molecular Weight:609.891
Hs Code.:

2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Synonyms:2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

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Chemical Property of 2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

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Technology Process of 2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

There total 10 articles about 2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl 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: 80.0%

: 545-06-2
trichloroacetonitrile

: 678159-11-0
1-((2R,4aR,6R,7R,8R,8aS)-8-Benzyloxy-6-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-3,4-dimethyl-pyrrole-2,5-dione

: 678159-04-1
2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1021/jo035583k

Reference yield:

: 766-39-2
2,3-Dimethylmaleic anhydride

: 678159-04-1
2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 68 percent / N₂H₄*AcOH

2: 78 percent / imidazole

3: 73 percent / NaOMe

4: 91 percent / TsOH

5: 87 percent / TfOH

6: 72 percent / n-Bu₄NF

7: 80 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene

With 1H-imidazole; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; hydrazinium monoacetate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1021/jo035583k

Reference yield:

: 216877-35-9
tert-butyldimethylsilyl 2-deoxy-2-dimethylmaleoyl-β-D-glucopyranoside

: 678159-04-1
2,2,2-Trichloro-acetimidic acid (2R,4aR,6S,7R,8R,8aS)-8-benzyloxy-7-(3,4-dimethyl-2,5-dioxo-2,5-dihydro-pyrrol-1-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / TsOH

2: 87 percent / TfOH

3: 72 percent / n-Bu₄NF

4: 80 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene

With trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene;
DOI:10.1021/jo035583k