(3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Base Information

• Chemical Name: (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran
• CAS No.: 143535-86-8
• Molecular Formula: C₃₀H₄₀O₈
• Molecular Weight: 528.643
• Mol file: 143535-86-8.mol

Synonyms:

Chemical Property of (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran

There total 5 articles about (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]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:

Acetic acid (2R,3S,4S,5R)-3,5-diacetoxy-2-acetoxymethyl-6-pent-4-enyloxy-tetrahydro-pyran-4-yl ester (50256-33-2,128503-35-5) → (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran (143535-86-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOMe / methanol

3: NaH / dimethylformamide

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

DOI:10.1016/0008-6215(91)80023-G

Reference yield:

1-bromo-1-deoxy-2,3,4,6-tetra-O-acetyl-a-D-galactopyranoside (3068-32-4) → (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran (143535-86-8)

Guidance literature:

Multi-step reaction with 4 steps

1: Ag₂CO₃ / CH₂Cl₂

2: NaOMe / methanol

4: NaH / dimethylformamide

With sodium methylate; sodium hydride; silver carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0008-6215(91)80023-G

Reference yield:

(3aS,4R,6R,7R,7aR)-4-Hydroxymethyl-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (143535-85-7) + p-methoxybenzyl chloride (824-94-2) → (3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran (143535-86-8)

Guidance literature:

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

DOI:10.1016/0008-6215(91)80023-G

upstream raw materials:

(3aS,4R,6R,7R,7aR)-4-Hydroxymethyl-2,2-dimethyl-6-pent-4-enyloxy-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

p-methoxybenzyl chloride

n-Pent-4-enyl alcohol

(2R,3R,4S,5R)-2-Hydroxymethyl-6-pent-4-enyloxy-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

(3aR,5R,5aS,8aS,8bR)-5-[(3aS,4R,6R,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran

(3aR,5R,5aS,8aS,8bR)-5-[(3aS,4R,6S,7R,7aS)-7-(4-Methoxy-benzyloxy)-4-(4-methoxy-benzyloxymethyl)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-yloxymethyl]-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran