methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

Base Information

Chemical Name:methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate
CAS No.:161759-89-3
Molecular Formula:C₂₂H₂₅NO₆
Molecular Weight:399.444
Hs Code.:

Synonyms:methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

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Chemical Property of methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

Chemical Property:

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Technology Process of methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

There total 7 articles about methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate 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: 77.0%

: 24424-99-5
di-tert-butyl dicarbonate

: (2S,3R)-methyl 3-amino-2-benzoyloxy-3-phenylpropionate hydrochloride

: 135821-94-2
methyl (2S,3R)-3-benzoylamino-2-hydroxy-3-phenylpropionate

: 161759-89-3
methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

Guidance literature:: With triethylamine; In dichloromethane; for 2h; Ambient temperature;

Reference yield:

: 151671-03-3
tert-butyl (2R,3R,αR)-3--2-hydroxy-3-phenylpropionate

: 161759-89-3
methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

Guidance literature:: Multi-step reaction with 6 steps

1: H₂ / Pd-C / 5320 Torr / Ambient temperature

2: 96 percent / HCl / Ambient temperature

3: 1.) Et₃N / 1) CH₂Cl₂, 15 min, room temperature; 2) CH₂Cl₂, room temperature, overnight

4: 80 percent / Ph₃P, diethylazodicarboxylate / tetrahydrofuran / Ambient temperature

5: aq. HCl / methanol / 2 h / Ambient temperature

6: 77 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; hydrogen; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 98-88-4
benzoyl chloride

: 161759-89-3
methyl (2S,3R)-3-(N-tert-butoxycarbonylamino)-2-benzoyloxy-3-phenylpropionate

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N / 1) CH₂Cl₂, 15 min, room temperature; 2) CH₂Cl₂, room temperature, overnight

2: 80 percent / Ph₃P, diethylazodicarboxylate / tetrahydrofuran / Ambient temperature

3: aq. HCl / methanol / 2 h / Ambient temperature

4: 77 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

With hydrogenchloride; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;