2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane

Base Information

• Chemical Name: 2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane
• CAS No.: 326480-00-6
• Molecular Formula: C15H31Cl2NO3Si
• Molecular Weight: 372.408
• DSSTox Substance ID: DTXSID30458555
• Mol file: 326480-00-6.mol

Synonyms:326480-00-6;2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane;tert-butyl N-[(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-1,4-dichlorobutan-2-yl]carbamate;SCHEMBL7183648;DTXSID30458555;AKOS030242296;J-018813;2(S)-t-butyldimetylsilyloxy-3(R)-(t-butyloxycarbonyl)amino-1,4-dichlorobutane

Chemical Property of 2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane

Chemical Property:

• Vapor Pressure: 1.56E-06mmHg at 25°C
• Boiling Point: 397.7°C at 760 mmHg
• Flash Point: 194.3°C
• PSA: 51.05000
• Density: 1.051g/cm³
• LogP: 4.95210
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 371.1450258
• Heavy Atom Count: 22
• Complexity: 365

Purity/Quality:

98%Min ^*data from raw suppliers

2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCl)C(CCl)O[Si](C)(C)C(C)(C)C
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCl)[C@@H](CCl)O[Si](C)(C)C(C)(C)C

Technology Process of 2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane

There total 2 articles about 2S-t-Butyldimethylsilyloxy-3R-(t-Boc)-amino-1,4-dichlorobutane 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) + 2(R)-((tert-butyloxycarbonyl)amino)-1,4-dichloro-3(S)-hydroxybutane (326479-99-6) → 2(S)-t-butyldimethylsilyloxy-3(R)-(t-butyloxycarbonyl)amino-1,4-dichlorobutane (326480-00-6)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1021/ol016147s

Reference yield: 99.4%

1H-imidazole (288-32-4) + tert-butyldimethylsilyl chloride (18162-48-6) + 2(R)-((tert-butyloxycarbonyl)amino)-1,4-dichloro-3(S)-hydroxybutane (326479-99-6) → 2(S)-t-butyldimethylsilyloxy-3(R)-(t-butyloxycarbonyl)amino-1,4-dichlorobutane (326480-00-6)

Guidance literature:

With dmap; In ethyl acetate; N,N-dimethyl-formamide;

Reference yield: 100.0%

2(S)-t-butyldimethylsilyloxy-3(R)-(t-butyloxycarbonyl)amino-1,4-dichlorobutane (326480-00-6) → N-t-butyloxycarbonyl-2(S)-(1(S)-t-butyldimethylsilyloxy-2-chloroethyl)aziridine (326480-01-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 ℃; for 5h;

DOI:10.1021/ol016147s

upstream raw materials:

tert-butyldimethylsilyl chloride

2(R)-((tert-butyloxycarbonyl)amino)-1,4-dichloro-3(S)-hydroxybutane

1H-imidazole

Downstream raw materials:

N-t-butyloxycarbonyl-2(S)-(1(S)-t-butyldimethylsilyloxy-2-chloroethyl)aziridine

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

(2R,3S)-3-tert-butoxycarbonylamino-1-isobutylamino-4-phenyl-2-butanol

amprenavir