Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester

Base Information

• Chemical Name: Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester
• CAS No.: 114886-78-1
• Molecular Formula: C₂₂H₃₄N₂O₄S
• Molecular Weight: 422.589

Synonyms:Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester

Chemical Property of Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester

Chemical Property:

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Technology Process of Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester

There total 2 articles about Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester 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: 46.0%

Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylcarbamoyl)-3-phenyl-propyl ester (114886-77-0) → Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester (114886-78-1)

Guidance literature:

With Lawessons reagent; In benzene; for 2h; Heating;

DOI:10.1021/jm00119a022

Reference yield:

[(1R,2R)-1-Benzyl-2-hydroxy-2-(3-methyl-butylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester → Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester (114886-78-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / N-methylmorpholine, DMAP / ethyl acetate

2: 46 percent / Lawesson's reagent / benzene / 2 h / Heating

With Lawessons reagent; 4-methyl-morpholine; dmap; In ethyl acetate; benzene;

DOI:10.1021/jm00119a022

Reference yield: 81.0%

Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylthiocarbamoyl)-3-phenyl-propyl ester (114886-78-1) → [(1R,2S)-1-Benzyl-2-hydroxy-2-(3-methyl-butylthiocarbamoyl)-ethyl]-carbamic acid tert-butyl ester (114886-79-2)

Guidance literature:

With sodium hydroxide;

DOI:10.1021/jm00119a022

upstream raw materials:

Acetic acid (1S,2R)-2-tert-butoxycarbonylamino-1-(3-methyl-butylcarbamoyl)-3-phenyl-propyl ester

Downstream raw materials:

[(1R,2S)-1-Benzyl-2-hydroxy-2-(3-methyl-butylthiocarbamoyl)-ethyl]-carbamic acid tert-butyl ester

(2S,3R)-3-Amino-2-hydroxy-N-(3-methyl-butyl)-4-phenyl-thiobutyramide; hydrochloride

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