benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Base Information

• Chemical Name: benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
• CAS No.: 1404217-35-1
• Molecular Formula: C₃₈H₄₃NO₆Si
• Molecular Weight: 637.848
• Mol file: 1404217-35-1.mol

Synonyms:benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Chemical Property of benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

There total 5 articles about benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 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:

(2S,3R)-3-{[(benzyloxy)carbonyl]amino}-4-[(tert-butyldiphenylsilyl)oxy]-2-hydroxybutyl benzoate (1404217-34-0) + 2,2-dimethoxy-propane (77-76-9) → benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (1404217-35-1)

Guidance literature:

toluene-4-sulfonic acid; In acetone; at 50 ℃; for 3h;

Reference yield:

(2S,3R)-3-amino-4-tert-butyldiphenylsilyloxy-1,2-isopropylidenedioxy-butane (177186-42-4) → benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (1404217-35-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium hydrogencarbonate / water; tetrahydrofuran / 48 h

2: acetic acid / water; tetrahydrofuran / 5 h / 50 °C

3: pyridine / dichloromethane / 0.5 h / Cooling with acetone-dry ice

4: toluene-4-sulfonic acid / acetone / 3 h / 50 °C

With pyridine; sodium hydrogencarbonate; acetic acid; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; acetone;

Reference yield:

benzyl N-[(1R)-2-[(tert-butyldiphenylsilyl)oxy]-1-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]ethyl]carbamate (1404217-32-8) → benzyl (4R,5S)-5-[(benzoyloxy)methyl]-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate (1404217-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid / water; tetrahydrofuran / 5 h / 50 °C

2: pyridine / dichloromethane / 0.5 h / Cooling with acetone-dry ice

3: toluene-4-sulfonic acid / acetone / 3 h / 50 °C

With pyridine; acetic acid; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; acetone;

upstream raw materials:

tert-butylchlorodiphenylsilane

(2S,3R)-3-{[(benzyloxy)carbonyl]amino}-4-[(tert-butyldiphenylsilyl)oxy]-2-hydroxybutyl benzoate

2,2-dimethoxy-propane

(2S,3R)-3-amino-4-tert-butyldiphenylsilyloxy-1,2-isopropylidenedioxy-butane

Downstream raw materials:

benzyl (4R,5S)-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-5-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

benzyl (4R,5S)-5-({[bis(benzyloxy)phosphoryl]oxy}methyl)-4-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

benzyl (4R,5S)-5-({[bis(benzyloxy)phosphoryl]oxy}methyl)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

benzyl N-[(2R,3S)-4-{[bis(benzyloxy)phosphoryl]oxy}-1,3-dihydroxybutan-2-yl]carbamate