(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Base Information

• Chemical Name: (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one
• CAS No.: 201053-18-1
• Molecular Formula: C₃₄H₃₆O₁₀
• Molecular Weight: 604.654
• Mol file: 201053-18-1.mol

Synonyms:(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Chemical Property of (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

There total 3 articles about (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one 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: 90.0%

(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (183730-69-0) → (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (201053-18-1)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran;

DOI:10.1021/ja9724957

Reference yield:

benzyl bromide (100-39-0) → (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (201053-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaH / dimethylformamide

2: 90 percent / tetrabutylammonium fluoride, AcOH / tetrahydrofuran

With tetrabutyl ammonium fluoride; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja9724957

Reference yield:

(3aS,4R,6S,7R,7aR)-6-((2R,3S,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-7-hydroxy-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (163228-32-8) → (3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-hydroxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one (201053-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaH / dimethylformamide

2: 90 percent / tetrabutylammonium fluoride, AcOH / tetrahydrofuran

With tetrabutyl ammonium fluoride; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja9724957

upstream raw materials:

(3aS,4R,6S,7R,7aS)-7-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

benzyl bromide

(3aS,4R,6S,7R,7aR)-6-((2R,3S,4R)-4-Benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-7-hydroxy-4-triisopropylsilanyloxymethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-2-one

Downstream raw materials:

(2R,3R,4S,5R,6S)-5-Benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3,4-diol

(2R,3S,4S,5R,6S)-4,5-Bis-benzyloxy-6-((2R,3S,4R)-4-benzyloxy-2-benzyloxymethyl-3,4-dihydro-2H-pyran-3-yloxy)-2-benzyloxymethyl-tetrahydro-pyran-3-ol