(2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran

Base Information

• Chemical Name: (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran
• CAS No.: 1146980-46-2
• Molecular Formula: C₃₁H₂₈O₄
• Molecular Weight: 464.561
• Mol file: 1146980-46-2.mol

Synonyms:(2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran

Chemical Property of (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran

There total 3 articles about (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran 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: 92.0%

C28H32O5 + β-naphthol (135-19-3) → (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran (1146980-46-2)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 0.05h; optical yield given as %ee;

DOI:10.1016/j.carres.2008.12.020

Reference yield: 81.0%

3,4,6-tri-O-benzyl-2-C-acetoxymethylgalactal (153081-97-1) + β-naphthol (135-19-3) → (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran (1146980-46-2) + (2R,3R,12aS)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran (1256636-26-6)

Guidance literature:

With indium(III) chloride; In dichloromethane; at 0 - 20 ℃; for 3h; optical yield given as %de; diastereoselective reaction; Molecular sieve;

DOI:10.1016/j.tet.2010.08.054

Reference yield:

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-hydroxymethyl-D-lyxo-hex-1-enitol (153496-00-5) + β-naphthol (135-19-3) → (2R,3R,12aR)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran (1146980-46-2) + (2R,3R,12aS)-2,3,5,12a-tetrahydro-2-benzyloxymethyl-3-benzyloxypyrano[2,3-b]naphtho[1,2-e]pyran (1256636-26-6)

Guidance literature:

With montmorillonite K-10; In 1,2-dichloro-ethane; at 80 ℃; for 0.0166667h; optical yield given as %de; stereoselective reaction; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.carres.2011.03.027

upstream raw materials:

β-naphthol

3,4,6-tri-O-benzyl-2-C-acetoxymethylgalactal

1,5-anhydro-3,4,6-tri-O-benzyl-2-deoxy-2-hydroxymethyl-D-lyxo-hex-1-enitol