(S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Base Information

• Chemical Name: (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one
• CAS No.: 224578-40-9
• Molecular Formula: C₂₆H₃₃NO₇
• Molecular Weight: 471.551
• Mol file: 224578-40-9.mol

Synonyms:(S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Chemical Property of (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one

There total 4 articles about (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one 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: 84.0%

chloromethyl methyl ether (107-30-2) + (4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2-methylpentanoyl}-1,3-oxazolidin-2-one (224578-39-6) → (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one (224578-40-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine;

DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

3-(p-methoxybenzyloxy)propanal (128461-65-4) → (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one (224578-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

2: 84 percent / i-Pr₂NEt

With di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (S)-4-Benzyl-3-[(2S,3R)-5-(4-methoxy-benzyloxy)-3-methoxymethoxy-2-methyl-pentanoyl]-oxazolidin-2-one (224578-40-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent

2: 94 percent / Swem oxidation

3: 96 percent / Bu₂BOTf, Et₃N / CH₂Cl₂ / -78 °C

4: 84 percent / i-Pr₂NEt

With di-n-butylboryl trifluoromethanesulfonate; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0040-4039(99)00209-9

upstream raw materials:

chloromethyl methyl ether

(4S)-4-benzyl-3-{(2S,3R)-3-hydroxy-5-[(4-methoxybenzyl)oxy]-2-methylpentanoyl}-1,3-oxazolidin-2-one

3-(p-methoxybenzyloxy)propanal

p-methoxybenzyl chloride

Downstream raw materials:

(R)-4-Benzyl-3-[(2R,3S,4S,5R)-7-(4-methoxy-benzyloxy)-5-methoxymethoxy-2,4-dimethyl-3-triethylsilanyloxy-heptanoyl]-oxazolidin-2-one

(E)-(3R,4S,5R,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-ol

[(3R,4S,5S,6R)-8-(4-Methoxy-benzyloxy)-6-methoxymethoxy-1,3,5-trimethyl-2-oxo-4-triethylsilanyloxy-octyl]-phosphonic acid diethyl ester

(E)-(4R,5S,6S,7R)-9-(4-Methoxy-benzyloxy)-7-methoxymethoxy-2,4,6-trimethyl-1-(2-methyl-oxazol-4-yl)-5-triethylsilanyloxy-non-1-en-3-one