Z-1-NAL-OH

Base Information

• Chemical Name: Z-1-NAL-OH
• CAS No.: 65365-15-3
• Molecular Formula: C21H19 N O4
• Molecular Weight: 349.386
• Mol file: 65365-15-3.mol

Synonyms:1-Naphthalenepropanoicacid, a-[[(phenylmethoxy)carbonyl]amino]-,(S)-; N-(Benzyloxycarbonyl)-3-(1-naphthyl)-L-alanine

Chemical Property of Z-1-NAL-OH

Chemical Property:

• PSA: 75.63000
• LogP: 4.15280
• Storage Temp.: Store at RT.

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-(((Benzyloxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-1-NAL-OH

There total 4 articles about Z-1-NAL-OH 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: 95.0%

L-1-naphthylalanine (55516-54-6,68798-79-8,7758-42-1) + benzyl chloroformate (501-53-1,94274-21-2) → 2S-2-benzyloxycarbonylamino-2-(naphth-1-yl)methyl-acetic acid (65365-15-3,96402-43-6)

Guidance literature:

With sodium hydroxide; In water;

DOI:10.1246/bcsj.59.2195

Reference yield: 79.0%

benzyl chloroformate (501-53-1,94274-21-2) + L-3-(naphthalen-1-yl)alanine hydrochloride → 2S-2-benzyloxycarbonylamino-2-(naphth-1-yl)methyl-acetic acid (65365-15-3,96402-43-6)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 1h; Cooling with ice;

DOI:10.3987/COM-13-12694

Reference yield:

2-benzoylamino-3-naphthalen-1-yl-propionic acid (59759-78-3) → 2S-2-benzyloxycarbonylamino-2-(naphth-1-yl)methyl-acetic acid (65365-15-3,96402-43-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 87.6 percent / aq. NaOH, phosphate buffer / 25 h / 37 °C / acylase from Streptoverticillium rimofaciens

2: 94 percent / 1 N aq. NaOH / 1.67 h / 0 °C

With sodium hydroxide; phosphate buffer;

DOI:10.1248/cpb.40.364

upstream raw materials:

L-1-naphthylalanine

benzyl chloroformate

2-benzoylamino-3-naphthalen-1-yl-propionic acid

Downstream raw materials:

Z-1Nal-N(CH₃)2

(S)-methyl 2-((S)-2-(((benzyloxy)carbonyl)amino)-3-(naphthalen-1-yl)propanamido)hexanoate

benzyloxycarbonyl-L-<3-(1-naphthyl)>alanyl-L-histidine hydrazide

C₂₅H₂₈N₂O₅