(2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Base Information

• Chemical Name: (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol
• CAS No.: 143577-00-8
• Molecular Formula: C₂₂H₃₀N₂O₃
• Molecular Weight: 370.492
• Mol file: 143577-00-8.mol

Synonyms:(2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Chemical Property of (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

There total 3 articles about (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol 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: 82.0%

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane (98760-08-8) + benzylamine (100-46-9) → (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol (143577-00-8)

Guidance literature:

In isopropyl alcohol; at 50 ℃;

DOI:10.1016/j.bmc.2005.06.048

Reference yield: 46.97%

→ (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol (143577-00-8)

Guidance literature:

With pyridine; In isopropyl alcohol; for 16h; Reflux;

Reference yield:

((S)-1-benzylallyl)carbamic acid tert-butyl ester (103127-52-2,107202-43-7) → (2S,3S)-1-(benzylamino)-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol (143577-00-8)

Guidance literature:

Multi-step reaction with 2 steps

1: m-CPBA

2: propan-2-ol / 16 h / Heating

With 3-chloro-benzenecarboperoxoic acid; In isopropyl alcohol;

DOI:10.1016/j.bmcl.2004.01.077

upstream raw materials:

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

benzylamine

((S)-1-benzylallyl)carbamic acid tert-butyl ester

Downstream raw materials:

Benzyl-((2S,3S)-2-hydroxy-3-{(S)-3-methyl-2-[(pyridine-2-carbonyl)-amino]-butyrylamino}-4-phenyl-butyl)-carbamic acid benzyl ester

(2S,3S)-1-[N-benzyl-N-(benzyloxycarbonyl)amino]-3-[N-(tert-butyloxycarbonyl)amino]-4-phenylbutan-2-ol

(5S,6S)-3-aza-3-benzyl-6-{[(tert-butyloxycarbonyl)-L-valinyl]amino}-5-hydroxy-7-phenylheptanoyl amide