(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid

Base Information

• Chemical Name: (S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid
• CAS No.: 144090-41-5
• Molecular Formula: C₂₀H₂₆N₂O₅
• Molecular Weight: 374.437
• Mol file: 144090-41-5.mol

Synonyms:(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid

Chemical Property of (S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid

There total 6 articles about (S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid 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: 98.0%

(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid methyl ester (144090-39-1) → (S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid (144090-41-5)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1016/S0040-4039(00)60108-9

Reference yield: 89.0%

1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid methyl ester (144090-39-1,144090-40-4) → 1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid (144090-41-5,144090-42-6)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1016/S0040-4039(00)60108-9

Reference yield:

1,2,3,6-tetra-hydro-2-pyridinecarboxylic acid methyl ester (141083-85-4) → 1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid (144090-41-5,144090-42-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 54 percent / NMM, DCC, HOBt

2: 89 percent / KOH / methanol

With 4-methyl-morpholine; potassium hydroxide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In methanol;

DOI:10.1016/S0040-4039(00)60108-9

upstream raw materials:

1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid methyl ester

1,2,3,6-tetra-hydro-2-pyridinecarboxylic acid methyl ester

N-tert-butoxycarbonyl-L-phenylalanine

(S)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-1,2,3,6-tetrahydro-pyridine-2-carboxylic acid methyl ester

Downstream raw materials:

[(R)-1-Benzyl-2-((4S,5S)-4-iodo-7-oxo-6-oxa-2-aza-bicyclo[3.2.1]oct-2-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Boc-Ser-Ala-Ala-Phe-3S-OAc-Δ-4,5-(L)-Pip-Ile-Val-OMe

C₄₃H₆₆IN₇O₁₃

(S)-2-((2S,3S)-2-{[(2R,4R,5R)-1-((S)-2-tert-Butoxycarbonylamino-3-phenyl-propionyl)-4-hydroxy-5-iodo-piperidine-2-carbonyl]-amino}-3-methyl-pentanoylamino)-3-methyl-butyric acid methyl ester