(1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol

Base Information

• Chemical Name: (1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol
• CAS No.: 1193376-04-3
• Molecular Formula: C₂₀H₃₄N₂O₆Si
• Molecular Weight: 426.585
• Mol file: 1193376-04-3.mol

Synonyms:(1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol

Chemical Property of (1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol

There total 2 articles about (1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol 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%

tert-butyldimethylsilyl chloride (18162-48-6) + (1S,2S)-(+)-2-tert-butoxycarbonylamino-1-(4-nitrophenyl)-1,3-propanediol (647376-90-7) → (1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol (1193376-04-3)

Guidance literature:

With 1H-imidazole; In dichloromethane; at 20 ℃; for 17h;

DOI:10.1021/jo901175s

Reference yield: 78.0%

di-tert-butyl dicarbonate (24424-99-5) + (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol (119-62-0,716-61-0,2792-51-0,2792-52-1,2964-48-9,3689-55-2,63526-31-8,71115-69-0,140694-64-0) + tert-butyldimethylsilyl chloride (18162-48-6) → (1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol (1193376-04-3)

Guidance literature:

di-tert-butyl dicarbonate; (1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol; In methanol; for 0.333333h; Reflux;

tert-butyldimethylsilyl chloride; With 1H-imidazole; dmap; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1002/cctc.201600228

Reference yield: 76.0%

(1S,2S)-(+)-2-tert-butoxycarbonylamino-3-O-tert-butyldimethylsilyl-1-(4-nitrophenyl)-1,3-propanediol (1193376-04-3) → (4S,5S)-(-)-4-tert-butyldimethylsilyloxymethyl-5-(4-nitrophenyl)oxazolidin-2-one (1193376-05-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo901175s

upstream raw materials:

tert-butyldimethylsilyl chloride

(1S,2S)-(+)-2-tert-butoxycarbonylamino-1-(4-nitrophenyl)-1,3-propanediol

di-tert-butyl dicarbonate

(1S,2S)-2-amino-1-(4-nitrophenyl)propane-1,3-diol

Downstream raw materials:

(4S,5S)-(-)-4-tert-butyldimethylsilyloxymethyl-5-(4-nitrophenyl)oxazolidin-2-one