BOC-(3S,4S)-4-AMINO-3-HYDROXY-5-(3-INDOLYL)-PENTANOIC ACID

Base Information

• Chemical Name: BOC-(3S,4S)-4-AMINO-3-HYDROXY-5-(3-INDOLYL)-PENTANOIC ACID
• CAS No.: 109579-23-9
• Molecular Formula: C₁₈H₂₄N₂O₅
• Molecular Weight: 348.399
• Hs Code.: 29339900
• Mol file: 109579-23-9.mol

Synonyms:BOC-(3S,4S)-4-AMINO-3-HYDROXY-5-(3-INDOLYL)-PENTANOIC ACID;BOC-AHIPA;BOC-AHIPA-OH

Chemical Property of BOC-(3S,4S)-4-AMINO-3-HYDROXY-5-(3-INDOLYL)-PENTANOIC ACID

Chemical Property:

• Boiling Point: 631.1±55.0 °C(Predicted)
• PKA: 4.24±0.10(Predicted)
• PSA: 111.65000
• Density: 1.280±0.06 g/cm3(Predicted)
• LogP: 2.83020
• Storage Temp.: Store at 0-5°C

Purity/Quality:

95% ^*data from raw suppliers

Boc-(3S,4S)-4-amino-3-hydroxy-5-(1H-indol-3-yl)-pentanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-(3S,4S)-4-AMINO-3-HYDROXY-5-(3-INDOLYL)-PENTANOIC ACID

There total 4 articles about BOC-(3S,4S)-4-AMINO-3-HYDROXY-5-(3-INDOLYL)-PENTANOIC 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: 75.0%

(4S,5S)-4-hydroxy-5-indol-3-ylmethyl-1-t-butoxycarbonylaminopyrrol-2-one (112700-50-2) → (3S,4S)-4-tert-Butoxycarbonylamino-3-hydroxy-5-(1H-indol-3-yl)-pentanoic acid (109579-23-9)

Guidance literature:

With sodium hydroxide; In acetone; Ambient temperature;

Reference yield:

N-(tert-Butyloxycarbonyl)-L-tryptophan (13139-14-5) → (3S,4S)-4-tert-Butoxycarbonylamino-3-hydroxy-5-(1H-indol-3-yl)-pentanoic acid (109579-23-9)

Guidance literature:

Multi-step reaction with 4 steps

1: isopropenyl chloroformate, 4-N,N-dimethylaminopyridine / CH₂Cl₂ / -5 °C

2: ethyl acetate / Heating

3: sodium borohydride / CH₂Cl₂; acetic acid

4: 75 percent / NaOH / acetone / Ambient temperature

With dmap; sodium hydroxide; sodium tetrahydroborate; Isopropenyl chloroformate; In dichloromethane; acetic acid; ethyl acetate; acetone;

Reference yield:

(5S)-4-hydroxy-5-indol-3-ylmethyl-1-t-butoxycarbonylaminopyrrol-2(5H)-one (112700-46-6) → (3S,4S)-4-tert-Butoxycarbonylamino-3-hydroxy-5-(1H-indol-3-yl)-pentanoic acid (109579-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium borohydride / CH₂Cl₂; acetic acid

2: 75 percent / NaOH / acetone / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; In dichloromethane; acetic acid; acetone;

upstream raw materials:

(4S,5S)-4-hydroxy-5-indol-3-ylmethyl-1-t-butoxycarbonylaminopyrrol-2-one

N-(tert-Butyloxycarbonyl)-L-tryptophan

(5S)-4-hydroxy-5-indol-3-ylmethyl-1-t-butoxycarbonylaminopyrrol-2(5H)-one

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