Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester

Base Information

• Chemical Name: Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester
• CAS No.: 120065-82-9
• Molecular Formula: C₄₅H₅₆O₉
• Molecular Weight: 740.934
• Mol file: 120065-82-9.mol

Synonyms:

Chemical Property of Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester

There total 1 articles about Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl 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: 97.0%

benzoyl chloride (98-88-4) + 1D-4,5-di-O-allyl-3,6-di-O-benzyl-1-l-menthoxyacetyl-myo-inositol (104826-13-3,104874-63-7) → Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester (120065-82-9)

Guidance literature:

With pyridine;

DOI:10.1016/S0040-4039(00)80731-5

Reference yield:

Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester (120065-82-9) → Benzoic acid (1S,2S,3R,4R,5S,6S)-2,5-bis-benzyloxy-3,4-bis-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-cyclohexyl ester (120065-87-4,129705-45-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) RhCl(PPh₃)3, DABCO; 2.) 1N HCl / 2.) methanol

2: 70 percent / n-BuLi

3: 71 percent / NH₃/MeOH

4: 95 percent / pyridine

5: 97 percent / DMAP, pyridine

6: 90 percent / 80 percent aq. AcOH/TsOH / CHCl₃

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; methanol; dmap; n-butyllithium; RhCl(PPh₃)3; ammonia; toluene-4-sulfonic acid; acetic acid; In chloroform;

DOI:10.1016/S0040-4039(00)80731-5

Reference yield:

Benzoic acid (1R,2R,3S,4S,5R,6S)-3,4-bis-allyloxy-2,5-bis-benzyloxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester (120065-82-9) → Phosphoric acid dibenzyl ester (1R,2R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-oxo-4-triethylsilanyloxy-cyclohexyl ester (120065-89-6,128051-59-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) RhCl(PPh₃)3, DABCO; 2.) 1N HCl / 2.) methanol

2: 70 percent / n-BuLi

3: 71 percent / NH₃/MeOH

4: 95 percent / pyridine

5: 86 percent / DMSO, acetic anhydride / benzene / Heating

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; hydrogenchloride; methanol; n-butyllithium; RhCl(PPh₃)3; ammonia; acetic anhydride; dimethyl sulfoxide; In benzene;

DOI:10.1016/S0040-4039(00)80731-5

upstream raw materials:

benzoyl chloride

1D-4,5-di-O-allyl-3,6-di-O-benzyl-1-l-menthoxyacetyl-myo-inositol

Downstream raw materials:

Benzoic acid (1R,2R,3S,4S,5R,6S)-2,5-bis-benzyloxy-3,4-dihydroxy-6-[2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-acetoxy]-cyclohexyl ester

Benzoic acid (1S,2S,3R,4R,5S,6S)-2,5-bis-benzyloxy-3,4-bis-(bis-benzyloxy-phosphoryloxy)-6-hydroxy-cyclohexyl ester

Phosphoric acid dibenzyl ester (1R,2R,4S,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-oxo-4-triethylsilanyloxy-cyclohexyl ester

Phosphoric acid dibenzyl ester (1R,2S,3R,4R,5S,6R)-2,5-bis-benzyloxy-6-(bis-benzyloxy-phosphoryloxy)-3-hydroxy-4-triethylsilanyloxy-cyclohexyl ester