cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate]

Base Information

• Chemical Name: cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate]
• CAS No.: 235780-27-5
• Molecular Formula: C₁₈H₃₄N₂O₆
• Molecular Weight: 374.478
• Mol file: 235780-27-5.mol

Synonyms:cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate]

Chemical Property of cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate]

There total 2 articles about cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate] 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: 89.0%

cis-1,2-Cyclohexanedimethyl bis(2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate) (235779-96-1) → cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate] (235780-27-5)

Guidance literature:

With methanesulfonic acid; In methanol; for 3h; Heating;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4

Reference yield:

cis-1,2-cyclohexanedimethanol (15753-50-1,25712-33-8) → cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate] (235780-27-5)

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: 89 percent / CH₃SO₃H / methanol / 3 h / Heating

With methanesulfonic acid; sodium hydride; In tetrahydrofuran; methanol; 1.1: Metallation / 1.2: Acylation / 2.1: Ring cleavage;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4

Reference yield: 98.0%

cis-1,2-Cyclohexanedimethyl bis[N-(2-hydroxy-1,1-dimethylethyl)carbamate] (235780-27-5) → 4,4-dimethyl-1,3-oxazolidin-2-one (26654-39-7) + cis-1,2-cyclohexanedimethanol (15753-50-1,25712-33-8)

Guidance literature:

With methanol; potassium carbonate; for 3h; Heating;

DOI:10.1002/(SICI)1521-3765(19990604)5:6<1905::AID-CHEM1905>3.0.CO;2-4

upstream raw materials:

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

cis-1,2-cyclohexanedimethanol

Downstream raw materials:

4,4-dimethyl-1,3-oxazolidin-2-one

cis-1,2-cyclohexanedimethanol

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

Methyl [1R,1(1R,2S)]-{2-[N-(2-hydroxy-1,1-dimethylethyl)carbamoyloxymethyl]cyclohexyl}-2-[N-(2-hydroxy-1,1-dimethylethyl)carbamoyloxy]acetate