9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

Base Information

Chemical Name:9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester
CAS No.:79726-93-5
Molecular Formula:C₄₅H₅₈O₁₂
Molecular Weight:790.948
Hs Code.:

9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

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Chemical Property of 9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

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Technology Process of 9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

There total 5 articles about 9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester 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:

: 79726-91-3
8-methoxycarbonyloct-1-yl 2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranoside

: 79726-93-5
9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) H2; 2.) α,α-dimethoxytoluene, p-toluenesulfonic acid / 1.) palladium-on-charcoal (10percent) / 1.) ethanol (95percent), 400 kPa; 2.) acetonitrile, 30 min

2: tetraethylammonium bromide / dimethylformamide; CH₂Cl₂ / Ambient temperature

With benzaldehyde dimethyl acetal; tetraethylammonium bromide; hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)84694-7

Reference yield:

: 6109-60-0
methyl 3,6-dideoxy-α-D-xylo-hexopyranoside

: 79726-93-5
9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) sodium hydride / 1.) DMF, 30 min; 2.) room temp., overnight

2: trimethylsilyl bromide / 3 h / Ambient temperature

3: tetraethylammonium bromide / dimethylformamide; CH₂Cl₂ / Ambient temperature

With trimethylsilyl bromide; tetraethylammonium bromide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)84694-7

Reference yield:

: 100-39-0
benzyl bromide

: 79726-93-5
9-[(2R,4aR,6S,7S,8S,8aR)-7-Acetoxy-8-((2R,3R,5R,6R)-3,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) sodium hydride / 1.) DMF, 30 min; 2.) room temp., overnight

2: trimethylsilyl bromide / 3 h / Ambient temperature

3: tetraethylammonium bromide / dimethylformamide; CH₂Cl₂ / Ambient temperature

With trimethylsilyl bromide; tetraethylammonium bromide; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)84694-7