(2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Base Information

• Chemical Name: (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• CAS No.: 190442-71-8
• Molecular Formula: C₂₀H₃₈O₁₁
• Molecular Weight: 454.515
• Mol file: 190442-71-8.mol

Synonyms:

Chemical Property of (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

There total 3 articles about (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 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: 94.0%

Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(2-propyl-pentyloxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester (209248-26-0) → (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (190442-71-8,869668-28-0)

Guidance literature:

With sodium hydroxide; In methanol; for 2h; Ambient temperature;

DOI:10.1248/cpb.46.797

Reference yield:

2-propyl-1-pentanol (58175-57-8) → (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (190442-71-8,869668-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / molecular sieves (MS AW 300), BF₃*Et₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: 94 percent / 4 N NaOH / methanol / 2 h / Ambient temperature

With sodium hydroxide; 3 A molecular sieve; boron trifluoride diethyl etherate; In methanol; dichloromethane;

DOI:10.1248/cpb.46.797

Reference yield:

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-lactosyl trichloroacetimidate (92052-38-5,106256-89-7,126736-02-5,130703-21-8,132287-70-8,132287-71-9,139403-73-9,106256-81-9) → (2S,3R,4S,5R,6R)-2-[(2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-hydroxymethyl-6-(2-propyl-pentyloxy)-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (190442-71-8,869668-28-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / molecular sieves (MS AW 300), BF₃*Et₂O / CH₂Cl₂ / 2 h / Ambient temperature

2: 94 percent / 4 N NaOH / methanol / 2 h / Ambient temperature

With sodium hydroxide; 3 A molecular sieve; boron trifluoride diethyl etherate; In methanol; dichloromethane;

DOI:10.1248/cpb.46.797

upstream raw materials:

Acetic acid (2R,3R,4S,5R,6R)-3-acetoxy-6-acetoxymethyl-2-(2-propyl-pentyloxy)-5-((2S,3R,4S,5S,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

2-propyl-1-pentanol

2,3,6,2',3',4',6'-hepta-O-acetyl-α-D-lactosyl trichloroacetimidate