(3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Base Information

• Chemical Name: (3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole
• CAS No.: 131139-03-2
• Molecular Formula: C₂₂H₂₆O₅
• Molecular Weight: 370.445
• Mol file: 131139-03-2.mol

Synonyms:(3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property of (3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole

There total 1 articles about (3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole 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: 80.0%

benzyl bromide (100-39-0) + (3aR,5S,6R,6aR)-5-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol (34370-92-8) → (3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole (131139-03-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97734-7

Reference yield:

(3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole (131139-03-2) → (3R,4S,5S)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-dihydro-furan-2-one (131139-07-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous CF₃CO₂H

2: Br₂, BaCO₃ / dioxane; H₂O

With bromine; barium carbonate; trifluoroacetic acid; In 1,4-dioxane; water;

DOI:10.1016/S0040-4039(00)97734-7

Reference yield:

(3aR,5S,6R,6aR)-6-Benzyloxy-5-benzyloxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxole (131139-03-2) → (2R,3R,4S)-3-Benzyloxy-4-benzyloxymethyl-oxetane-2-carboxylic acid methyl ester (131139-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: aqueous CF₃CO₂H

2: Br₂, BaCO₃ / dioxane; H₂O

3: 95 percent / pyridine / CH₂Cl₂

4: 80 percent / K₂CO₃ / methanol

With pyridine; bromine; potassium carbonate; barium carbonate; trifluoroacetic acid; In 1,4-dioxane; methanol; dichloromethane; water;

DOI:10.1016/S0040-4039(00)97734-7

upstream raw materials:

benzyl bromide

(3aR,5S,6R,6aR)-5-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol

Downstream raw materials:

(2S,3R,4S,5S)-4-Benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2,3-diol

(3R,4S,5S)-4-Benzyloxy-5-benzyloxymethyl-3-hydroxy-dihydro-furan-2-one

(2R,3R,4S)-3-Benzyloxy-4-benzyloxymethyl-oxetane-2-carboxylic acid methyl ester

3,5-di-O-benzyl-L-lyxono-1,4-lactone-2-O-trifluoromethanesulphonate