(S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid

Base Information

• Chemical Name: (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid
• CAS No.: 103629-65-8
• Molecular Formula: C₃₁H₃₂N₄O₈
• Molecular Weight: 588.617
• Mol file: 103629-65-8.mol

Synonyms:

Chemical Property of (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid

There total 6 articles about (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic 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:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid (103629-65-8)

Guidance literature:

Multi-step reaction with 5 steps

1: Heating

2: 1.) Piv-Cl, pyridine 2.) citric acid / 1.) THF, -15 - 0 deg C, 1 h 5 min 2.) water

3: H₂ / Pd/C / tetrahydrofuran; acetic acid

5: 1.) Piv-Cl, N-methyl-morpholine, pyridine 2.) trifluoroethanol, citric acid / 1.) 10 min, -15 deg C 2.) water

With 4-methyl-morpholine; pyridine; 2,2,2-trifluoroethanol; hydrogen; pivaloyl chloride; citric acid; palladium on activated charcoal; In tetrahydrofuran; acetic acid;

Reference yield:

Z-Ser-Tyr-OH (52885-18-4) → (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid (103629-65-8)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Pd/C / tetrahydrofuran; acetic acid

3: 1.) Piv-Cl, N-methyl-morpholine, pyridine 2.) trifluoroethanol, citric acid / 1.) 10 min, -15 deg C 2.) water

With 4-methyl-morpholine; pyridine; 2,2,2-trifluoroethanol; hydrogen; pivaloyl chloride; citric acid; palladium on activated charcoal; In tetrahydrofuran; acetic acid;

Reference yield:

tyrosine trimethylsilyl ester (5269-46-5) → (S)-2-{(S)-2-[(S)-2-Benzyloxycarbonylamino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid (103629-65-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Piv-Cl, pyridine 2.) citric acid / 1.) THF, -15 - 0 deg C, 1 h 5 min 2.) water

2: H₂ / Pd/C / tetrahydrofuran; acetic acid

4: 1.) Piv-Cl, N-methyl-morpholine, pyridine 2.) trifluoroethanol, citric acid / 1.) 10 min, -15 deg C 2.) water

With 4-methyl-morpholine; pyridine; 2,2,2-trifluoroethanol; hydrogen; pivaloyl chloride; citric acid; palladium on activated charcoal; In tetrahydrofuran; acetic acid;

upstream raw materials:

1-serine trimethylsilyl ester

tyrosine trimethylsilyl ester

N-carbobenzyloxy-L-tryptophane

L-seryl-L-tyrosine

Downstream raw materials:

(S)-2-{(S)-2-[(S)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-3-hydroxy-propionylamino}-3-(4-hydroxy-phenyl)-propionic acid