(R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid

Base Information

• Chemical Name: (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid
• CAS No.: 388582-52-3
• Molecular Formula: C₃₀H₃₃NO₁₀
• Molecular Weight: 567.593
• Mol file: 388582-52-3.mol

Synonyms:(R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid

Chemical Property of (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid

There total 5 articles about (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid 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: 93.0%

(S)-2-bromopropanoic acid (32644-15-8,10327-08-9) + (2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside (388582-49-8) → (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid (388582-52-3)

Guidance literature:

With sodium hydride; In 1,4-dioxane; at 65 ℃; for 3h;

DOI:10.1023/A:1017694224906

Reference yield:

7-hydroxy-2-methyl-3-phenyl-chromen-4-one (2859-88-3) → (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid (388582-52-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 66 percent / K₂CO₃; 15-crown-5 / acetonitrile / 20 °C

2: 86 percent / MeONa / methanol

3: 62 percent / TsOH / tetrahydrofuran / 1 h / Heating

4: 93 percent / NaH / dioxane / 3 h / 65 °C

With 15-crown-5; sodium methylate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane; methanol; acetonitrile;

DOI:10.1023/A:1017694224906

Reference yield:

(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-β-D-glucopyranoside (388582-46-5) → (R)-2-[(4aR,6S,7R,8R,8aS)-7-Acetylamino-2,2-dimethyl-6-(2-methyl-4-oxo-3-phenyl-4H-chromen-7-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy]-propionic acid (388582-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / TsOH / tetrahydrofuran / 1 h / Heating

2: 93 percent / NaH / dioxane / 3 h / 65 °C

With sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1023/A:1017694224906

upstream raw materials:

(S)-2-bromopropanoic acid

(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside

7-hydroxy-2-methyl-3-phenyl-chromen-4-one

(2-methyl-3-phenylchromonyl-7)-2-acetamido-2-deoxy-β-D-glucopyranoside