(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol

Base Information

• Chemical Name: (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol
• CAS No.: 152897-53-5
• Molecular Formula: C₁₈H₂₁NO₄
• Molecular Weight: 315.369
• Mol file: 152897-53-5.mol

Synonyms:(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol

Chemical Property of (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol

There total 4 articles about (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol 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:

(R)-1-(S)-[1,3]Dioxolan-4-yl-2-phenyl-ethylamine → (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol (152897-53-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 30 percent HBr / methanol; acetic acid / Heating

2: NaHCO₃ / methanol; H₂O / Ambient temperature

With hydrogen bromide; sodium hydrogencarbonate; In methanol; water; acetic acid;

DOI:10.3987/COM-95-S76

Reference yield:

(S)-5-<(S)-2-phenyl-1-(N-tosylamino)ethyl>-1,3-dioxolane (152897-52-4) → (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol (152897-53-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium, liquid ammonia / tetrahydrofuran / 0.5 h / -78 °C

2: 30 percent HBr / methanol; acetic acid / Heating

3: NaHCO₃ / methanol; H₂O / Ambient temperature

With ammonia; hydrogen bromide; sodium; sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; acetic acid;

DOI:10.3987/COM-95-S76

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + (2S,3R)-3-amino-4-phenylbutane-1,2-diol (95105-20-7) → (2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-1-butanol (152897-53-5)

Guidance literature:

With sodium hydrogencarbonate; In methanol; water; Yield given;

DOI:10.1016/S0040-4039(00)60694-9

upstream raw materials:

benzyl chloroformate

(2S,3R)-3-amino-4-phenylbutane-1,2-diol

(S)-5-<(S)-2-phenyl-1-(N-tosylamino)ethyl>-1,3-dioxolane

lithium diphenylcuprate

Downstream raw materials:

(2S,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-phenyl-butanoic acid

methyl (2S,3R)-3--2-hydroxy-4-phenylbutanoate