methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate

Base Information

• Chemical Name: methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate
• CAS No.: 251320-37-3
• Molecular Formula: C₂₃H₃₂ClN₃O₆S
• Molecular Weight: 514.043

Synonyms:methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate

Chemical Property of methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate

There total 5 articles about methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate 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: 80.0%

methyl (2S)-N-[2-(tert-butoxycarbonylamino)-6-(2-chlorobenzyloxycarbonylamino)-hexanethiocarboxyl]-L-serinate (251320-36-2) → methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate (251320-37-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 0.25h;

DOI:10.1016/S0040-4020(99)00689-4

Reference yield:

Boc-(S)-Lys(2-Cl-Z)-OH (54613-99-9) → methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate (251320-37-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / BOP; DIEA / CH₂Cl₂ / 1 h / 20 °C

2: 80 percent / imidazole / dimethylformamide / 0.5 h

3: 3.70 g / Lawesson reagent / dioxane / 0.67 h / 70 °C

4: 85 percent / 1N Bu₄NF / tetrahydrofuran / 0.42 h

5: 80 percent / PPh₃; DEAD / tetrahydrofuran / 0.25 h

With Lawessons reagent; 1H-imidazole; tetrabutyl ammonium fluoride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: silylation / 3: sulfurization / 4: Hydrolysis / 5: Cyclization;

DOI:10.1016/S0040-4020(99)00689-4

Reference yield:

methyl [Nα-(tert-butoxycarbonyl)-Nε-(2-chlorobenzylcarbonyl)-L-lysyl]-L-serinate (251320-34-0) → methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate (251320-37-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / imidazole / dimethylformamide / 0.5 h

2: 3.70 g / Lawesson reagent / dioxane / 0.67 h / 70 °C

3: 85 percent / 1N Bu₄NF / tetrahydrofuran / 0.42 h

4: 80 percent / PPh₃; DEAD / tetrahydrofuran / 0.25 h

With Lawessons reagent; 1H-imidazole; tetrabutyl ammonium fluoride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; 1: silylation / 2: sulfurization / 3: Hydrolysis / 4: Cyclization;

DOI:10.1016/S0040-4020(99)00689-4

upstream raw materials:

methyl (2S)-N-[2-(tert-butoxycarbonylamino)-6-(2-chlorobenzyloxycarbonylamino)-hexanethiocarboxyl]-L-serinate

Boc-(S)-Lys(2-Cl-Z)-OH

methyl [N^α-(tert-butoxycarbonyl)-Nε-(2-chlorobenzylcarbonyl)-L-lysyl]-L-serinate

methyl [N^α-(tert-butoxycarbonyl)-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysyl]-O-(tert-butyl-dimethylsilyl)-L-serinate

Downstream raw materials:

(1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-3-methyl-2-thiazolidine-4-carboxylic acid

[N^α-(tert-butyloxycarbonyl)-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysyl]-N^ε-(2-chlorobenzyloxycarbonyl)-L,D-lysinal

[N^α-(tert-butyloxycarbonyl)-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysyl]-N^ε-(2-chlorobenzyloxycarbonyl)-L-lysinal

{(S)-5-[(S)-2-{(S)-2-[(S)-2-((S)-2-tert-Butoxycarbonylamino-hexanoylamino)-propionylamino]-3-methyl-butyrylamino}-6-(2-chloro-benzyloxycarbonylamino)-hexanoylamino]-6-oxo-hexyl}-carbamic acid 2-chloro-benzyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 251320-37-3 methyl (1'S,4S)-2-[1'-(tert-butoxycarbonylamino)-5'-(2-chlorobenzyloxycarbonylamino)pentyl]-2-thiazoline-4-carboxylate

Send

Send

Metric Ton KG G Pound L ML

Send

Send