C₂₇H₃₈O₉

Base Information

• Chemical Name: C₂₇H₃₈O₉
• CAS No.: 944455-78-1
• Molecular Formula: C₂₇H₃₈O₉
• Molecular Weight: 506.593
• Mol file: 944455-78-1.mol

Synonyms:C₂₇H₃₈O₉

Chemical Property of C₂₇H₃₈O₉

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₃₈O₉

There total 6 articles about C₂₇H₃₈O₉ 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: 88.0%

C24H34O8 (944455-60-1) + bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate (88738-78-7) → C27H38O9 (944455-78-1)

Guidance literature:

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

C₂₄H₃₄O₈; In tetrahydrofuran; at -90 - -80 ℃; for 6h; Further stages.;

DOI:10.1016/j.tet.2007.02.126

Reference yield:

(2S,3S,4aR,5S,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5-tetrahydrobenzo[b][1,4]dioxin-6(8aH)-one (931095-12-4) → C27H38O9 (944455-78-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / CeCl₃; NaBH₄ / methanol / 0.25 h / 0 °C

2.1: 93 percent / Ph₃P; DEAD / CH₂Cl₂; tetrahydrofuran / 24.5 h / 0 - 4 °C

3.1: 91 percent / TMSCl; triethylamine; LiHMDS / tetrahydrofuran; toluene / 2.5 h / -78 - 20 °C

4.1: toluene; methanol / 20 °C

5.1: 80 percent / DIBAH / CH₂Cl₂ / 3.5 h / -78 °C

6.1: 18-crown-6-ether; KHMDS / tetrahydrofuran / 0.25 h / -78 °C

6.2: 88 percent / tetrahydrofuran / 6 h / -90 - -80 °C

With sodium tetrahydroborate; chloro-trimethyl-silane; cerium(III) chloride; 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; toluene; 2.1: Mitsunobu reaction / 6.2: Still-Gennari olefination;

DOI:10.1016/j.tet.2007.02.126

Reference yield:

C25H36O9 (944455-77-0) → C27H38O9 (944455-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 80 percent / DIBAH / CH₂Cl₂ / 3.5 h / -78 °C

2.1: 18-crown-6-ether; KHMDS / tetrahydrofuran / 0.25 h / -78 °C

2.2: 88 percent / tetrahydrofuran / 6 h / -90 - -80 °C

With 18-crown-6 ether; potassium hexamethylsilazane; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; 2.2: Still-Gennari olefination;

DOI:10.1016/j.tet.2007.02.126

upstream raw materials:

C₂₄H₃₄O₈

bis-(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)phosphonate

(2S,3S,4aR,5S,8aR)-2,3-dimethoxy-5-(methoxymethyl)-2,3-dimethyl-2,3,4a,5-tetrahydrobenzo[b][1,4]dioxin-6(8aH)-one

C₂₅H₃₆O₉

Downstream raw materials:

C₂₆H₃₈O₈

C₂₆H₃₆O₈

C₂₆H₃₇O₈N

(1S,3a⁽¹⁾R,5aS,6S,6aR,8S,9S,10aR,10bS)-8,9-dimethoxy-1-((4-methoxybenzyl)oxy)-6-(methoxymethyl)-8,9-dimethyl-3a1,5a,6,6a,8,9,10a,10b-octahydro-1H-[1,4]dioxino[2',3':5,6]naphtho[1,8-cd]isoxazole