N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

Base Information

• Chemical Name: N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl
• CAS No.: 101771-81-7
• Molecular Formula: C₄₆H₇₇N₇O₉
• Molecular Weight: 872.159
• Mol file: 101771-81-7.mol

Synonyms:N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

Chemical Property of N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl

There total 4 articles about N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl 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: 73.0%

L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-30-0) + N,O-isopropylidene-N-methyl-β-hydroxyleucine (101759-81-3) → N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101771-81-7)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1.) 0 deg C, 4 h, 2.) RT, 36 h;

DOI:10.1021/jm00156a014

Reference yield:

N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester (81135-29-7) → N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101771-81-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / TFA / CH₂Cl₂ / 3 h / 0 °C

2: 73 percent / N-methylmorpholine, 1-hydroxybenzotriazole (HOBT), DCC / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) RT, 36 h

With 4-methyl-morpholine; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00156a014

Reference yield:

ethyl trans-5-isopropyl-2-oxazoline-4-carboxylate (28082-01-1,28082-06-6,34792-71-7,40107-64-0) → N,O-Isopropylidene-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl (101771-81-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) aq. HCl / 1.) Et₂O, RT, 1 h, 2.) Et₂O, reflux, 15 h

2: 24 h / Heating

3: 73 percent / N-methylmorpholine, 1-hydroxybenzotriazole (HOBT), DCC / tetrahydrofuran / 1.) 0 deg C, 4 h, 2.) RT, 36 h

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1021/jm00156a014

upstream raw materials:

L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

N,O-isopropylidene-N-methyl-β-hydroxyleucine

N-(tert-butoxycarbonyl)-L-2-aminobutyryl-sarcosyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanine benzyl ester

ethyl trans-5-isopropyl-2-oxazoline-4-carboxylate

Downstream raw materials:

N-MeLeu(3-OH)-Abu-Sar-MeLeu-Val-MeLeu-Ala-OBzl