(2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester

Base Information

• Chemical Name: (2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester
• CAS No.: 99285-22-0
• Molecular Formula: C₃₆H₅₅NO₁₂
• Molecular Weight: 693.832
• Mol file: 99285-22-0.mol

Synonyms:(2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester

Chemical Property of (2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester

There total 1 articles about (2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic 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: 100.0%

(2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-azido-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester → (2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester (99285-22-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In tetrahydrofuran; at 25 ℃; for 3h;

DOI:10.1139/v85-470

Reference yield: 76.0%

(2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester (99285-22-0) → (2R,3S,4S,5R,6R,8R)-3,5-Diacetoxy-8-[(4S,5S,6R)-6-((1R,2R)-2-acetoxy-1-hydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-6-benzyloxy-2,4,6-trimethyl-nonanoic acid methyl ester

Guidance literature:

In benzene; for 120h; Heating;

DOI:10.1139/v85-470

Reference yield:

(2R,3S,4S,5R,6R,8R,9S,10S)-3,5-Diacetoxy-10-[(4R,5R)-5-((R)-1-acetoxy-propyl)-5-methyl-2-oxo-[1,3]dioxolan-4-yl]-9-amino-6-benzyloxy-2,4,6,8-tetramethyl-undecanoic acid methyl ester (99285-22-0) → (R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester (78443-03-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 76 percent / benzene / 120 h / Heating

2: LiI / pyridine / 122 h / Heating

3: 1 N NaOH / methanol / 70 h / 25 °C

4: diethyl ether; CHCl₃ / 0.17 h / 25 °C

5: 85 percent / H₂ / 10percent Pd/C / ethyl acetate / 11.5 h / 25 °C

6: 40 percent / CF₃COOH / CH₂Cl₂ / 116 h / 0 °C

With sodium hydroxide; hydrogen; trifluoroacetic acid; lithium iodide; palladium on activated charcoal; In pyridine; methanol; diethyl ether; dichloromethane; chloroform; ethyl acetate; benzene;

DOI:10.1139/v85-470

Downstream raw materials:

(2R,3S,4S,5R,6R,8R)-6-Benzyloxy-8-[(4S,5S,6R)-6-((1R,2R)-1,2-dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-3,5-dihydroxy-2,4,6-trimethyl-nonanoic acid methyl ester

(R)-2-[(4S,5S,6R)-6-{(1R,3R)-3-[(4S,5S,6R)-6-((1R,2R)-1,2-Dihydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-1-hydroxy-1-methyl-butyl}-5-methyl-2-(2,4,6-trimethyl-phenyl)-[1,3]dioxan-4-yl]-propionic acid methyl ester

(2R,3S,4S,5R,6R,8R)-3,5-Diacetoxy-8-[(4S,5S,6R)-6-((1R,2R)-2-acetoxy-1-hydroxy-1-methyl-butyl)-5-methyl-2-oxo-[1,3]oxazinan-4-yl]-6-benzyloxy-2,4,6-trimethyl-nonanoic acid