(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

Base Information

• Chemical Name: (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol
• CAS No.: 288582-51-4
• Molecular Formula: C₂₇H₃₂N₂O₃
• Molecular Weight: 432.563
• Mol file: 288582-51-4.mol

Synonyms:(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

Chemical Property of (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

There total 3 articles about (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol 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: 91.0%

di-tert-butyl dicarbonate (24424-99-5) + (2R)-triphenylmethylamino-3-aminopropanol (288582-41-2) → (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-51-4)

Guidance literature:

In acetonitrile; at 0 - 20 ℃;

DOI:10.1021/jo000071g

Reference yield:

methyl N-trityl-L-serinate (13515-76-9,116457-91-1,4465-44-5) → (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-51-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / NH₃ / methanol / 96 h / 80 °C

2: 84 percent / LiAlH₄ / diethyl ether / 60 h / Heating

3: 91 percent / acetonitrile / 0 - 20 °C

With lithium aluminium tetrahydride; ammonia; In methanol; diethyl ether; acetonitrile; 1: Substitution / 2: Reduction / 3: Acylation;

DOI:10.1021/jo000071g

Reference yield:

N-triphenylmethyl-L-serinamide (288582-40-1) → (2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol (288582-51-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / LiAlH₄ / diethyl ether / 60 h / Heating

2: 91 percent / acetonitrile / 0 - 20 °C

With lithium aluminium tetrahydride; In diethyl ether; acetonitrile; 1: Reduction / 2: Acylation;

DOI:10.1021/jo000071g

upstream raw materials:

di-tert-butyl dicarbonate

(2R)-triphenylmethylamino-3-aminopropanol

methyl N-trityl-L-serinate

N-triphenylmethyl-L-serinamide

Downstream raw materials:

O-(tert-butyldiphenylsilyl)-(2R)-triphenylmethylamino-3-(tert-butyloxycarbonyl)aminopropanol

O-(tert-butyldiphenylsilyl)-(2R)-amino-3-(tert-butyloxycarbonyl)aminopropanol

N-[(2S,4S)-4-[2-(benzyloxycarbonyl)-1-(tert-butyloxycarbonyl)pyrrolidinyl]]-(1R)-[(tert-butyldiphenylsilyloxy)methyl]-2-(tert-butyloxycarbonyl)aminoethylamine