(3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Base Information

• Chemical Name: (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• CAS No.: 202266-69-1
• Molecular Formula: C₂₅H₃₆O₉
• Molecular Weight: 480.555
• Mol file: 202266-69-1.mol

Synonyms:(3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property of (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

There total 1 articles about (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol 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: 13.0%

Benzyl 3,4-O-isopropylidene-2-O-p-methoxybenzyl-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-fucopyranoside → (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (202266-69-1) + (3aR,4S,6R,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 0.666667h;

DOI:10.1055/s-1998-1994

Reference yield: 99.0%

acetic anhydride (108-24-7) + (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (202266-69-1) → Acetic acid (3aR,4S,6S,7S,7aR)-6-((3aR,4S,6R,7S,7aR)-6-benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester

Guidance literature:

With pyridine; Ambient temperature;

DOI:10.1055/s-1998-1994

Reference yield: 27.0%

Acetic acid (3aR,4S,6S,7S,7aR)-2,2,4-trimethyl-6-[(3aR,4S,6R,7S,7aR)-2,2,4-trimethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl ester + (3aR,4S,6S,7S,7aS)-6-((3aR,4S,6R,7S,7aR)-6-Benzyloxy-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yloxy)-2,2,4-trimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol (202266-69-1) → Benzyl 2-O-acetyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-fucopyranoside + Benzyl 2-O-acetyl-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-β-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-fucopyranosyl-(1->2)-3,4-O-isopropylidene-α-L-fucopyranoside

Guidance literature:

With molecular sieve; trimethylsilyl trifluoromethanesulfonate; In diethyl ether; at -15 ℃; for 1h; Yields of byproduct given;

DOI:10.1055/s-1998-1994