Tert-butyl (1r,2r)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate

Base Information

• Chemical Name: Tert-butyl (1r,2r)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate
• CAS No.: 366487-74-3
• Molecular Formula: C14H20N2O6
• Molecular Weight: 312.323
• DSSTox Substance ID: DTXSID60584750
• Nikkaji Number: J2.062.655K
• Wikidata: Q82476458
• Mol file: 366487-74-3.mol

Synonyms:366487-74-3;tert-butyl (1r,2r)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate;TERT-BUTYL N-[(1R,2R)-1,3-DIHYDROXY-1-(4-NITROPHENYL)PROPAN-2-YL]CARBAMATE;tert-Butyl [(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]carbamate;TERT-BUTYL ((1R,2R)-1,3-DIHYDROXY-1-(4-NITROPHENYL)PROPAN-2-YL)CARBAMATE;N-BOC-(1R,2R)-(-)-2-AMINO-1-(4-NITROPHE&;DTXSID60584750;AKOS015924540;AT13125;EN300-12586032;(1R,2R)-(-)-N-Boc-2-amino-1-(4-nitrophenyl)-1,3-propanediol, 96%

Chemical Property of Tert-butyl (1r,2r)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate

Chemical Property:

• Vapor Pressure: 7.62E-12mmHg at 25°C
• Melting Point: 115-119 °C
• Boiling Point: 524.9°C at 760 mmHg
• Flash Point: 271.2°C
• PSA: 128.10000
• Density: 1.292g/cm³
• LogP: 2.24140
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 312.13213636
• Heavy Atom Count: 22
• Complexity: 382

Purity/Quality:

98%Min ^*data from raw suppliers

(1R,2R)-(?)-N-Boc-2-amino-1-(4-nitrophenyl)-1,3-propanediol 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CO)C(C1=CC=C(C=C1)[N+](=O)[O-])O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H](CO)[C@@H](C1=CC=C(C=C1)[N+](=O)[O-])O

Technology Process of Tert-butyl (1r,2r)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate

There total 1 articles about Tert-butyl (1r,2r)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-ylcarbamate 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:

di-tert-butyl dicarbonate (24424-99-5) + (1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol (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) → ((1R,2R)-2-[N-(tert-butoxycarbonyl)amino]-1-(4-nitrophenyl)-1,3-propanodiol) (366487-74-3)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2010.04.097

Reference yield: 80.0%

((1R,2R)-2-[N-(tert-butoxycarbonyl)amino]-1-(4-nitrophenyl)-1,3-propanodiol) (366487-74-3) + tert-butylchlorodiphenylsilane (58479-61-1) → C30H38N2O6Si (1252918-45-8)

Guidance literature:

With pyridine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/j.tet.2010.04.097

Reference yield: 57.0%

tris-(3-methoxy-phenyl)-bismuthane (95149-16-9) + ((1R,2R)-2-[N-(tert-butoxycarbonyl)amino]-1-(4-nitrophenyl)-1,3-propanodiol) (366487-74-3) → tert-butyl ((1R,2R)-1-hydroxy-3-(3-methoxyphenoxy)-1-(4-nitrophenyl)propan-2-yl)carbamate

Guidance literature:

With pyridine; oxygen; copper diacetate; In dichloromethane; at 50 ℃; for 16h; chemoselective reaction; Sealed tube;

DOI:10.1016/j.tetlet.2016.08.021

upstream raw materials:

di-tert-butyl dicarbonate

(1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol

Downstream raw materials:

C₃₀H₃₈N₂O₆Si