((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Base Information

• Chemical Name: ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS No.: 136933-97-6
• Molecular Formula: C₂₀H₃₅NO₆
• Molecular Weight: 385.501
• Mol file: 136933-97-6.mol

Synonyms:((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property of ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

There total 5 articles about ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl 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: 81.0%

2,2'-dipyridyl carbonate (1659-31-0) + (1S,2R,5S)-(+)-menthol (15356-60-2) + 1-O-methyl-2,3-O-isopropylidene-5-amino-5-deoxy-β-D-ribofuranose (14131-74-9) → ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (136933-97-6)

Guidance literature:

With triethylamine; multistep reaction; other substrates;

DOI:10.1016/S0040-4039(00)92141-5

Reference yield: 76.0%

methyl 5-azido-5-deoxy-2,3-O-isopropylidene-b-ribofuranoside (62819-24-3) + Carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (144877-25-8) → ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (136933-97-6)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; for 2h;

DOI:10.1039/c39920001308

Reference yield: 75.0%

Carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (144877-25-8) + ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid benzyl ester (144877-26-9) → ((3aR,4R,6R,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl)-carbamic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester (136933-97-6)

Guidance literature:

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1039/c39920001308

upstream raw materials:

methyl 5-azido-5-deoxy-2,3-O-isopropylidene-b-ribofuranoside

Carbonic acid 2,5-dioxo-pyrrolidin-1-yl ester (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester

2,2'-dipyridyl carbonate

(1S,2R,5S)-(+)-menthol