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

Base Information

• Chemical Name: 9-[(2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-2-phenyl-8-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester
• CAS No.: 82863-55-6
• Molecular Formula: C₃₇H₅₃NO₁₅
• Molecular Weight: 751.826
• Mol file: 82863-55-6.mol

Synonyms:

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about 9-[(2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-2-phenyl-8-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-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:

9-((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-nonanoic acid methyl ester (56343-03-4,71048-95-8,79083-28-6,82863-54-5) + 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide (5158-64-5) → 9-[(2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-2-phenyl-8-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester (70801-92-2,82863-55-6,82950-99-0,146276-05-3)

Guidance literature:

With mercury(II) cyanide; In acetonitrile; benzene; at 50 ℃; Yield given;

DOI:10.1016/S0008-6215(82)80027-X

Reference yield:

methyl 9-hydroxynonanoate (34957-73-8) → 9-[(2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-2-phenyl-8-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester (70801-92-2,82863-55-6,82950-99-0,146276-05-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / Hg(CN)2 / benzene / 25 °C

2: 60 percent / ZnCl₂ / not given / 130 °C

3: 80 percent / NaOMe / methanol

4: 90 percent / TsOH / 25 °C

5: Hg(CN)2 / benzene; acetonitrile / 50 °C

With sodium methylate; mercury(II) cyanide; toluene-4-sulfonic acid; zinc(II) chloride; In methanol; acetonitrile; benzene;

DOI:10.1016/S0008-6215(82)80027-X

Reference yield:

benzaldehyde dimethyl acetal (1125-88-8) → 9-[(2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-2-phenyl-8-((2S,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy]-nonanoic acid methyl ester (70801-92-2,82863-55-6,82950-99-0,146276-05-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / TsOH / 25 °C

2: Hg(CN)2 / benzene; acetonitrile / 50 °C

With mercury(II) cyanide; toluene-4-sulfonic acid; In acetonitrile; benzene;

DOI:10.1016/S0008-6215(82)80027-X

upstream raw materials:

9-((2R,4aR,6S,7R,8R,8aS)-7-Acetylamino-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yloxy)-nonanoic acid methyl ester

2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl bromide

methyl 9-hydroxynonanoate

benzaldehyde dimethyl acetal

Downstream raw materials:

C₄₇H₆₆BrNO₂₁

8-(methoxycarbonyl)octyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-<2,4-di-O-acetyl-3-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-α-L-rhamnopyranosyl>-α-D-glucopyranoside

C₄₇H₆₇NO₂₁

C₄₃H₆₃NO₁₉