(2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Base Information

• Chemical Name: (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane
• CAS No.: 145050-11-9
• Molecular Formula: C₂₇H₂₈N₂O₈Si
• Molecular Weight: 536.613
• Mol file: 145050-11-9.mol

Synonyms:(2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Chemical Property of (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

There total 4 articles about (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane 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)-4-Acetoxy-2,3-epoxybutan-1-ol (136258-92-9) → (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (145050-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

2: 1) K₂CO₃, 2) pyridine / 1) MeOH, 1 h, 0 deg C, 2) Et₂O, 30 min, 0 deg C

With pyridine; dmap; potassium carbonate; triethylamine; In dichloromethane;

DOI:10.1055/s-1992-26290

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (145050-11-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / Et₃N, DMAP / CH₂Cl₂ / 2 h / Ambient temperature

2: 1) K₂CO₃, 2) pyridine / 1) MeOH, 1 h, 0 deg C, 2) Et₂O, 30 min, 0 deg C

With pyridine; dmap; potassium carbonate; triethylamine; In dichloromethane;

DOI:10.1055/s-1992-26290

Reference yield:

(2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (136258-94-1) + 3,5-dinitrobenoyl chloride (99-33-2) → (2R,3S)-1-(3',5'-Dinitrobenzoyloxy)-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane (145050-11-9)

Guidance literature:

With pyridine; potassium carbonate; Yield given. Multistep reaction; 1) MeOH, 1 h, 0 deg C, 2) Et₂O, 30 min, 0 deg C;

DOI:10.1055/s-1992-26290

upstream raw materials:

cis-2,3-epoxybutane-1,4-diacetate

tert-butylchlorodiphenylsilane

3,5-dinitrobenoyl chloride

(2R,3S)-4-Acetoxy-4-tert-butyldiphenylsilyloxy-2,3-epoxybutane

Downstream raw materials:

erythro-(2R,3S)-4-(tert-butyldimethylsiloxy)-2,3-epoxy-1-butanol

(2R,3S)-4-tert-Butyldiphenylsilyloxy-2,3-epoxybutyl tosylate

(2S,3R)-1-tert-Butyldiphenylsilyloxy-2,3-epoxytetradecane

(2S,3R)-1-tert-Butyldiphenylsilyloxy-2,3-epoxy-8-methylnonane