(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside>

Base Information

• Chemical Name: (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside>
• CAS No.: 91732-81-9
• Molecular Formula: C₅₁H₆₆O₁₃
• Molecular Weight: 887.077
• Mol file: 91732-81-9.mol

Synonyms:(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside>

Chemical Property of (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside>

There total 18 articles about (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside> 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: 66.59%

(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O<2'',6''-dideoxy-3''-O-(p-methoxybenzoyl)-4''-O-(p-nitrobenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexapyranoside> (91732-79-5,98292-30-9) → (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside> (91732-81-9) + (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-3''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside> (91732-80-8)

Guidance literature:

With methanol; ammonia; In dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1002/hlca.19850680203

Reference yield:

methyl 2,6-dideoxy-3-O-(tetrahydro-2H-2-pyranyl)-D-ribo-hexopyranoside → (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside> (91732-81-9)

Guidance literature:

Multi-step reaction with 8 steps

1: NaH, 18-crown-6 / dioxane / 1 h / Heating

2: 53.6 percent / 4-(dimethylamino)pyridine / pyridine / 5 h / 60 °C

3: 96 percent / H₂ / Pd/C / ethanol / 5 h

4: 90 percent / 4-(dimethylamino)pyridine / pyridine / 4 h / 60 °C

5: 5.8 g / H₂O / acetic acid / 2 h / Heating

6: TsOH / CH₂Cl₂ / 24 h / Ambient temperature

7: 52 percent / CdCO₃, HgCl₂ / dimethylformamide; CH₂Cl₂ / 18 h / Ambient temperature

8: 22.5 percent / sat NH₃/MeOH / CH₂Cl₂ / 0.5 h / Ambient temperature

With methanol; dmap; cadmium(II) carbonate; 18-crown-6 ether; ammonia; water; hydrogen; sodium hydride; toluene-4-sulfonic acid; mercury dichloride; palladium on activated charcoal; In 1,4-dioxane; pyridine; ethanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19850680203

Reference yield:

4-O-benzyl-2,6-dideoxy-3-O-(N-methylcarbamoyl)-D-ribo-hexose → (21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O-<2'',6''-dideoxy-4''-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside> (91732-81-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 47.6 percent / TsOH / benzene; CH₂Cl₂ / 0.67 h / Ambient temperature

2: 67.7 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

3: 92.54 percent / 4-(dimethylamino)pyridine / pyridine / 6 h / 60 °C

4: 67.67 percent / H₂ / Pd/C / ethanol / 0.67 h

5: 52 percent / CdCO₃, HgCl₂ / dimethylformamide; CH₂Cl₂ / 18 h / Ambient temperature

6: 22.5 percent / sat NH₃/MeOH / CH₂Cl₂ / 0.5 h / Ambient temperature

With methanol; lithium aluminium tetrahydride; cadmium(II) carbonate; ammonia; hydrogen; toluene-4-sulfonic acid; mercury dichloride; dmap; palladium on activated charcoal; In tetrahydrofuran; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1002/hlca.19850680203

upstream raw materials:

(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) O<2'',6''-dideoxy-3''-O-(p-methoxybenzoyl)-4''-O-(p-nitrobenzoyl)-β-D-ribo-hexopyranosyl>-(1->4)-<2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexapyranoside>

4-nitro-benzoyl chloride

(21',23'-epoxy-14'-hydroxy-24'-nor-5'β,14'β-chola-20',22'-dien-3'β-yl) 2,6-dideoxy-3-O-(p-methoxybenzoyl)-β-D-ribo-hexopyranoside

ethyl 2,6-dideoxy-3-O-(p-methoxybenzoyl)-4-O-(p-nitrobenzoyl)-1-thio-β-D-ribo-hexopyranoside