Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

Base Information

Chemical Name:Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate
CAS No.:235780-02-6
Molecular Formula:C₂₆H₄₄N₂O₈
Molecular Weight:512.644
Hs Code.:

Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

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Chemical Property of Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

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Technology Process of Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

There total 6 articles about Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate 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:

: 79-22-1
methyl chloroformate

: 235779-96-1
cis-1,2-Cyclohexanedimethyl bis(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate)

: 235780-02-6
Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

: Methyl [2R,1(1S,2R)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

Guidance literature:: cis-1,2-Cyclohexanedimethyl bis(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate); With sec.-butyllithium; (-)-sparteine; In hexane; cyclohexane; toluene; at -78 ℃; for 4h;

methyl chloroformate; In hexane; cyclohexane; toluene; at -78 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4

Reference yield:

: 616-38-6
carbonic acid dimethyl ester

: 235779-96-1
cis-1,2-Cyclohexanedimethyl bis(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate)

: 235780-02-6
Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

: Methyl [2R,1(1S,2R)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

Guidance literature:: cis-1,2-Cyclohexanedimethyl bis(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate); With sec.-butyllithium; (-)-sparteine; In hexane; cyclohexane; toluene; at -78 ℃; for 4h;

carbonic acid dimethyl ester; In hexane; cyclohexane; toluene; at -78 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4

Reference yield:

: 15753-50-1,25712-33-8
cis-1,2-cyclohexanedimethanol

: 235780-02-6
Methyl [2R,1(1R,2S)]-2-{1-[2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxymethyl)cyclohexyl]}-2-(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carbonyloxy)acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 20 °C

1.2: 88 percent / tetrahydrofuran / 16 h / Heating

2.1: sec-BuLi; (-)-sparteine / toluene; cyclohexane; hexane / 4 h / -78 °C

2.2: toluene; cyclohexane; hexane / 2 h / -78 °C

With sec.-butyllithium; sodium hydride; (-)-sparteine; In tetrahydrofuran; hexane; cyclohexane; toluene; 1.1: Metallation / 1.2: Acylation / 2.1: Metallation / 2.2: Acylation;
DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4