(4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine

Base Information

• Chemical Name: (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine
• CAS No.: 80667-89-6
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419

Synonyms:(4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine

Chemical Property of (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine

There total 11 articles about (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine 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: 78.0%

(4aR,6S,8R,8aS)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol (6752-48-3) + benzyl bromide (100-39-0) → (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine (80667-89-6)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 4h; Heating;

DOI:10.1055/s-2006-950325

Reference yield: 73.0%

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-mannopyranoside (80667-85-2) → (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine (80667-89-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1016/S0040-4039(01)81963-8

Reference yield: 73.0%

methyl 3-O-benzyl-4,6-O-benzylidene-2-chloro-2-deoxy-α-D-mannopyranoside (80667-84-1) → (4aR,6S,8R,8aS)-8-(benzyloxy)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxine (80667-89-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1016/S0040-4039(01)81963-8

upstream raw materials:

methyl 3-O-benzyl-4,6-O-benzylidene-2-chloro-2-deoxy-α-D-mannopyranoside

methyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-iodo-α-D-mannopyranoside

benzyl alcohol

(4aR,6S,8R,8aS)-6-methoxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-ol

Downstream raw materials:

methyl 3,6-di-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside

(2S,4S,6S)-4-(benzyloxy)-2-[(tert-butyldimethylsiloxy)methyl]-6-methoxytetrahydro-2H-pyran

[(2S,4S,6S)-4-(benzyloxy)-6-methoxytetrahydro-pyran-2-yl]-methanol

(3S,4S)-3-hexyl-4-[(R)-2-hydroxytridecyl]-2-oxetanone

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