(S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester

Base Information

• Chemical Name: (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester
• CAS No.: 197159-55-0
• Molecular Formula: C₂₃H₃₁N₃O₄S
• Molecular Weight: 445.583
• Mol file: 197159-55-0.mol

Synonyms:(S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester

Chemical Property of (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester

There total 5 articles about (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl 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: 91.0%

S-methylisothiourea hydrochloride (53114-57-1) + (S)-2-tert-butoxycarbonylamino-4-oxo-6-phenylhex-5-ynoic acid tert-butyl ester (197159-33-4) → (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester (197159-55-0)

Guidance literature:

With sodium carbonate; In acetonitrile; at 40 ℃;

DOI:10.1039/a704526c

Reference yield: 91.0%

S-Methylisothiourea sulfate (867-44-7,147895-43-0) + (S)-2-tert-butoxycarbonylamino-4-oxo-6-phenylhex-5-ynoic acid tert-butyl ester (197159-33-4) → (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester (197159-55-0)

Guidance literature:

With water; sodium carbonate; In ethyl acetate; at 40 ℃; for 2h;

DOI:10.1039/a806741d

Reference yield:

N-tert-butoxycarbonyl aspartic acid tert-butyl ester (34582-32-6) → (S)-α-tert-butoxycarbonylamino-β-(2-methylthio-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester (197159-55-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-methylmorpholine / tetrahydrofuran / -15 °C

2: Et₃N / tetrahydrofuran; dimethylformamide / 1.) -15 deg C, 30 min, 2.) r.t., 12 h

3: 1.) BuLi / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 30 min; -78 deg C to r.t., 2 h

4: 91 percent / Na₂CO₃, H₂O / ethyl acetate / 2 h / 40 °C

With 4-methyl-morpholine; n-butyllithium; water; sodium carbonate; triethylamine; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1039/a806741d

upstream raw materials:

S-methylisothiourea hydrochloride

(S)-2-tert-butoxycarbonylamino-4-oxo-6-phenylhex-5-ynoic acid tert-butyl ester

S-Methylisothiourea sulfate

N-tert-butoxycarbonyl aspartic acid tert-butyl ester

Downstream raw materials:

(S)-α-tert-butoxycarbonylamino-β-(2-amino-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester

(S)-α-tert-butoxycarbonylamino-β-(2-methylsulfonyl-6-phenylpyrimidin-4-yl)propanoic acid α-tert-butyl ester