L-Valine, N-((phenylmethoxy)carbonyl)-D-seryl-L-alanyl-S-((acetylamino)methyl)-L-cysteinyl-, bimol. (4->1'),(4'->1)-dilactone

Base Information

• Chemical Name: L-Valine, N-((phenylmethoxy)carbonyl)-D-seryl-L-alanyl-S-((acetylamino)methyl)-L-cysteinyl-, bimol. (4->1'),(4'->1)-dilactone
• CAS No.: 63519-99-3
• Molecular Formula: C₅₀H₇₀N₁₀O₁₆S₂
• Molecular Weight: 1131.3
• Mol file: 63519-99-3.mol

Synonyms:63519-99-3;L-Valine, N-((phenylmethoxy)carbonyl)-D-seryl-L-alanyl-S-((acetylamino)methyl)-L-cysteinyl-, bimol. (4->1'),(4'->1)-dilactone

Chemical Property of L-Valine, N-((phenylmethoxy)carbonyl)-D-seryl-L-alanyl-S-((acetylamino)methyl)-L-cysteinyl-, bimol. (4->1'),(4'->1)-dilactone

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1507.4°Cat760mmHg
• Flash Point: 865.4°C
• PSA: 447.56000
• Density: 1.35g/cm³
• LogP: 3.62360
• XLogP3: 2
• Hydrogen Bond Donor Count: 10
• Hydrogen Bond Acceptor Count: 18
• Rotatable Bond Count: 20
• Exact Mass: 1130.44126853
• Heavy Atom Count: 78
• Complexity: 1910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1C(=O)OCC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)OCC(C(=O)NC(C(=O)NC(C(=O)N1)CSCNC(=O)C)C)NC(=O)OCC2=CC=CC=C2)CCC)CSCNC(=O)C)C)NC(=O)OCC3=CC=CC=C3

Technology Process of L-Valine, N-((phenylmethoxy)carbonyl)-D-seryl-L-alanyl-S-((acetylamino)methyl)-L-cysteinyl-, bimol. (4->1'),(4'->1)-dilactone

There total 2 articles about L-Valine, N-((phenylmethoxy)carbonyl)-D-seryl-L-alanyl-S-((acetylamino)methyl)-L-cysteinyl-, bimol. (4->1'),(4'->1)-dilactone 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:

C50H72N10O17S2 → [(3S,6R,9S,12R,16S,19R,22S,25R)-6,19-Bis-(acetylamino-methylsulfanylmethyl)-25-benzyloxycarbonylamino-3,16-diisopropyl-9,22-dimethyl-2,5,8,11,15,18,21,24-octaoxo-1,14-dioxa-4,7,10,17,20,23-hexaaza-cyclohexacos-12-yl]-carbamic acid benzyl ester (63519-99-3,68907-70-0,76583-15-8)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide; 1.) 0 deg C, 1 h, 2.) room temperature, 5 days;

DOI:10.1016/0040-4020(82)85045-X

Reference yield:

(Z)-D-Ser{(Z)-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OH (713122-06-6) → [(3S,6R,9S,12R,16S,19R,22S,25R)-6,19-Bis-(acetylamino-methylsulfanylmethyl)-25-benzyloxycarbonylamino-3,16-diisopropyl-9,22-dimethyl-2,5,8,11,15,18,21,24-octaoxo-1,14-dioxa-4,7,10,17,20,23-hexaaza-cyclohexacos-12-yl]-carbamic acid benzyl ester (63519-99-3,68907-70-0,76583-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1: trifluoroacetic acid / CH₂Cl₂ / 0.5 h / Ambient temperature

2: N-methylmorpholine, 1-hydroxybenzotriazole, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide.HCl / dimethylformamide; CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) room temperature, 5 days

With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(82)85045-X

Reference yield:

[(3S,6R,9S,12R,16S,19R,22S,25R)-6,19-Bis-(acetylamino-methylsulfanylmethyl)-25-benzyloxycarbonylamino-3,16-diisopropyl-9,22-dimethyl-2,5,8,11,15,18,21,24-octaoxo-1,14-dioxa-4,7,10,17,20,23-hexaaza-cyclohexacos-12-yl]-carbamic acid benzyl ester (63519-99-3,68907-70-0,76583-15-8) → (N-benzyloxycarbonyl-D-seryl-L-alanyl-L-cysteinyl-L-valine)2(serine hydroxyl)dilactone disulfide (63520-00-3)

Guidance literature:

With iodine; In methanol; for 4h; Yield given;

DOI:10.1016/0040-4020(82)85045-X

upstream raw materials:

(Z)-D-Ser{(Z)-D-Ser[Boc-L-Ala-L-Cys(Acm)-L-Val]-L-Ala-L-Cys(Acm)-L-Val}-OH

Downstream raw materials:

(N-benzyloxycarbonyl-D-seryl-L-alanyl-L-cysteinyl-L-valine)2(serine hydroxyl)dilactone disulfide