2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane

Base Information

• Chemical Name: 2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane
• CAS No.: 176652-10-1
• Molecular Formula: C₂₃H₄₂O₄Si
• Molecular Weight: 413.646
• Mol file: 176652-10-1.mol

Synonyms:

Chemical Property of 2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane

There total 1 articles about 2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane 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:

iodomethane-d3 (865-50-9) + 2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane (116399-92-9) → 2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane (176652-10-1)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, hexane, a.) from -78 deg C to RT, 30 min, b) 50 deg C, 2 h, 2.) THF, hexane, RT, 1 h;

DOI:10.1002/(SICI)1099-1344(199603)38:3<249::AID-JLCR840>3.0.CO;2-D

Reference yield:

2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane (176652-10-1) → artemisinin-d3 (176652-07-6)

Guidance literature:

With sulfuric acid; silica gel; ozone; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 3 d;

DOI:10.1002/(SICI)1099-1344(199603)38:3<249::AID-JLCR840>3.0.CO;2-D

Reference yield:

2,5,5-trimethyl-2-<2'-<4''-(1(S)-carboxy-2-2H3-ethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane (176652-10-1) → dihydroartemisinin-d3 (176774-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2.) 15percent aq. H₂SO₄, silica gel / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, 3 d

2: 75 percent / DIBAL-H / CH₂Cl₂; hexane / 2 h / -78 °C

With sulfuric acid; silica gel; diisobutylaluminium hydride; ozone; In hexane; dichloromethane;

DOI:10.1002/(SICI)1099-1344(199603)38:3<249::AID-JLCR840>3.0.CO;2-D

upstream raw materials:

iodomethane-d3

2,5,5-trimethyl-2-<2'-<4''-(carboxymethyl)-1''(R)-methyl-3''-<(trimethylsilyl)methylene>cyclohex-2''-yl>ethyl>-1,3-dioxane

Downstream raw materials:

artemisinin-d3

dihydroartemisinin-d3