dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate

Base Information

Chemical Name:dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate
CAS No.:220802-72-2
Molecular Formula:C₃₁H₂₈F₆N₂O₆
Molecular Weight:638.564
Hs Code.:

Synonyms:

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Chemical Property of dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate

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Technology Process of dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate

There total 9 articles about dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate 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:

: 40236-19-9
benzyl 3,5-dimethylpyrrole-2-carboxylate

: 220802-72-2
dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 78 percent / ZnCl₂

2.1: 98 percent / Dess-Martin reagent / CH₂Cl₂ / 30 h / 20 °C

3.1: 95 percent / catecholborane; (R)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 37 h / -30 °C

4.1: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / 20 °C

5.1: SO₂Cl₂ / CH₂Cl₂; diethyl ether / 1.5 h / 20 °C

5.2: 99 percent / H₂O / acetone / Heating

6.1: 81 percent / diethyl ether / 20 °C

7.1: 99 percent / H₂ / Pd-C / tetrahydrofuran

8.1: 95 percent / I₂; NaI; NaHCO₃ / H₂O; 1,2-dichloro-ethane / 0.67 h / Heating

9.1: 97 percent / H₂; sodium acetate / PtO₂ / methanol

10.1: NaN(Si(CH₃)3)2 / tetrahydrofuran / 0.08 h / 80 °C

11.1: BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

With dmap; sulfuryl dichloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium acetate; sodium hexamethyldisilazane; sodium hydrogencarbonate; Dess-Martin periodane; sodium iodide; zinc(II) chloride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)00780-3

Reference yield:

: 205492-38-2
benzyl 3,5-dimethyl-4-(trifluoroacetyl)pyrrole-2-carboxylate

: 220802-72-2
dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / catecholborane; (R)-5,5-diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine / tetrahydrofuran / 37 h / -30 °C

2.1: 96 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.5 h / 20 °C

3.1: SO₂Cl₂ / CH₂Cl₂; diethyl ether / 1.5 h / 20 °C

3.2: 99 percent / H₂O / acetone / Heating

4.1: 81 percent / diethyl ether / 20 °C

5.1: 99 percent / H₂ / Pd-C / tetrahydrofuran

6.1: 95 percent / I₂; NaI; NaHCO₃ / H₂O; 1,2-dichloro-ethane / 0.67 h / Heating

7.1: 97 percent / H₂; sodium acetate / PtO₂ / methanol

8.1: NaN(Si(CH₃)3)2 / tetrahydrofuran / 0.08 h / 80 °C

9.1: BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

With dmap; sulfuryl dichloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium acetate; sodium hexamethyldisilazane; sodium hydrogencarbonate; sodium iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1,2-dichloro-ethane;
DOI:10.1016/S0040-4020(01)00780-3

Reference yield:

: 220802-56-2
methyl 4-((S)-1-acetoxy-2,2,2-trifluoroethyl)-2-iodo-3-methylpyrrole-5-carboxylate

: 220802-72-2
dibenzyl (3S,4'S)-4,3'-dimethyl-3,4'-bis(2,2,2-trifluoro-1-hydroxyethyl)-2,2'-dipyrrylmethane-5,5'-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / H₂; sodium acetate / PtO₂ / methanol

2: NaN(Si(CH₃)3)2 / tetrahydrofuran / 0.08 h / 80 °C

3: BF₃*OEt₂ / CH₂Cl₂ / 1 h / 20 °C

With boron trifluoride diethyl etherate; hydrogen; sodium acetate; sodium hexamethyldisilazane; platinum(IV) oxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)00780-3