(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

Base Information

• Chemical Name: (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
• CAS No.: 99300-12-6
• Molecular Formula: C₃₅H₅₃NO₁₂
• Molecular Weight: 679.805
• Mol file: 99300-12-6.mol

Synonyms:

Chemical Property of (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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (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

There total 3 articles about (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 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:

(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)-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 (99300-12-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / H₂ / PtO₂ / tetrahydrofuran / 3 h / 25 °C

2: 76 percent / benzene / 120 h / Heating

3: LiI / pyridine / 122 h / Heating

With hydrogen; lithium iodide; platinum(IV) oxide; In tetrahydrofuran; pyridine; benzene;

DOI:10.1139/v85-470

Reference yield:

(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 → (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 (99300-12-6)

Guidance literature:

With lithium iodide; In pyridine; for 122h; 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) → (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 (99300-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / benzene / 120 h / Heating

2: LiI / pyridine / 122 h / Heating

With lithium iodide; In pyridine; benzene;

DOI:10.1139/v85-470

upstream raw materials:

(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

Downstream raw materials:

(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)-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