6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

• Chemical Name: 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
• CAS No.: 85921-13-7
• Molecular Formula: C₂₉H₃₆O₁₂
• Molecular Weight: 576.598
• Mol file: 85921-13-7.mol

Synonyms:

Chemical Property of 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 4 articles about 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl 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: 58.0%

methyl 4,6-O-benzylidene-α-D-glucopyranoside (3162-96-7) + 4'-benzo-15-crown-5-carboxylic acid chloride (54664-43-6) → 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (85921-13-7)

Guidance literature:

With pyridine; for 48h;

Reference yield:

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene (41757-95-3) → 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (85921-13-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / bromine, sodium hydroxide / H₂O / 0 - 10 °C

2: 99 percent / oxalyl chloride, pyridine / CH₂Cl₂ / 4 h / Ambient temperature

3: 58 percent / pyridine / 48 h

With pyridine; sodium hydroxide; oxalyl dichloride; bromine; In dichloromethane; water;

Reference yield:

2,3-(4'-carboxybenzo)-1,4,7,10,13-pentaoxacyclopentadeca-2-ene (56683-55-7) → 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (85921-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / oxalyl chloride, pyridine / CH₂Cl₂ / 4 h / Ambient temperature

2: 58 percent / pyridine / 48 h

With pyridine; oxalyl dichloride; In dichloromethane;

upstream raw materials:

methyl 4,6-O-benzylidene-α-D-glucopyranoside

4'-benzo-15-crown-5-carboxylic acid chloride

2-Acetyl-6,7,9,10,12,13,15,16-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecene

2,3-(4'-carboxybenzo)-1,4,7,10,13-pentaoxacyclopentadeca-2-ene