2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester
• CAS No.: 213475-93-5
• Molecular Formula: C₂₂H₃₈O₉
• Molecular Weight: 446.538
• Mol file: 213475-93-5.mol

Synonyms:

Chemical Property of 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester

There total 4 articles about 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl 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: 83.4%

pivaloyl chloride (3282-30-2) + 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-((R)-1,2-dihydroxy-ethyl)-4-(2,2-dimethyl-propionyloxy)-5-methoxy-tetrahydro-furan-3-yl ester (213475-90-2) → 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester (213475-93-5)

Guidance literature:

In pyridine; for 1h; Ambient temperature;

DOI:10.1016/S0008-6215(98)00120-7

Reference yield:

methyl 5,6-O-isopropylidine-β-D-galactofuranoside (20869-13-0,63167-75-9,73834-29-4,20869-14-1) → 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester (213475-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 87.2 percent / pyridine / 2 h / 80 °C

2: 96.5 percent / acetic acid; H₂O / 0.75 h / 60 °C

3: 83.4 percent / pyridine / 1 h / Ambient temperature

In pyridine; water; acetic acid;

DOI:10.1016/S0008-6215(98)00120-7

Reference yield:

pivaloyl chloride (3282-30-2) → 2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-4-(2,2-dimethyl-propionyloxy)-2-[(R)-2-(2,2-dimethyl-propionyloxy)-1-hydroxy-ethyl]-5-methoxy-tetrahydro-furan-3-yl ester (213475-93-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 87.2 percent / pyridine / 2 h / 80 °C

2: 96.5 percent / acetic acid; H₂O / 0.75 h / 60 °C

3: 83.4 percent / pyridine / 1 h / Ambient temperature

In pyridine; water; acetic acid;

DOI:10.1016/S0008-6215(98)00120-7

upstream raw materials:

pivaloyl chloride

2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-((R)-1,2-dihydroxy-ethyl)-4-(2,2-dimethyl-propionyloxy)-5-methoxy-tetrahydro-furan-3-yl ester

methyl 5,6-O-isopropylidine-β-D-galactofuranoside

2,2-Dimethyl-propionic acid (2S,3S,4R,5R)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-(2,2-dimethyl-propionyloxy)-5-methoxy-tetrahydro-furan-3-yl ester