Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp)

Base Information

Chemical Name:Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp)
CAS No.:136553-96-3
Molecular Formula:C₃₂H₄₄N₆O₇
Molecular Weight:624.737
Hs Code.:
DSSTox Substance ID:DTXSID10442952
Wikidata:Q82260579
Mol file:136553-96-3.mol

Synonyms:136553-96-3;Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp);2-[(3R,6R,9S,12R,15S)-12-[(2S)-butan-2-yl]-6-(1H-indol-3-ylmethyl)-9-(2-methylpropyl)-2,5,8,11,14-pentaoxo-1,4,7,10,13-pentazabicyclo[13.3.0]octadecan-3-yl]acetic acid;DTXSID10442952;KHRTUHCOJNQEQG-CSXHVWADSA-N;Cyclo(D-alpha-aspartyl-L-prolyl-D-isoleucyl-L-leucyl-D-tryptophyl)

Suppliers and Price of Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

American Custom Chemicals Corporation
ETA-RECEPTOR ANTAGONIST [JKC-301] 95.00%
10MG
$ 697.34

Total 5 raw suppliers

Chemical Property of Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp)

Chemical Property:

Boiling Point:1052.2±65.0 °C(Predicted)
PKA:4.04±0.10(Predicted)
PSA：189.80000
Density:1.31±0.1 g/cm3(Predicted)
LogP:2.47420
Storage Temp.:-15°C
XLogP3:2.5
Hydrogen Bond Donor Count:6
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:8
Exact Mass:624.32714776
Heavy Atom Count:45
Complexity:1130

Purity/Quality:

99% ^*data from raw suppliers

ETA-RECEPTOR ANTAGONIST [JKC-301] 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N2CCCC2C(=O)N1)CC(=O)O)CC3=CNC4=CC=CC=C43)CC(C)C
Isomeric SMILES:CC[C@H](C)[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N1)CC(=O)O)CC3=CNC4=CC=CC=C43)CC(C)C

Technology Process of Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp)

There total 6 articles about Cyclo(-D-Asp-Pro-D-Ile-Leu-D-Trp) 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:

: [(5R,8R,11S,14R,16aS)-14-((R)-sec-Butyl)-8-(1H-indol-3-ylmethyl)-11-isobutyl-4,7,10,13,16-pentaoxo-hexadecahydro-3a,6,9,12,15-pentaaza-cyclopentacyclopentadecen-5-yl]-acetic acid tert-butyl ester

: 136553-96-3
JKC 301

Guidance literature:: With ethane-1,2-dithiol; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
DOI:10.1021/jm00021a021

Reference yield:

: [(5R,8R,11S,14R,16aS)-14-((S)-sec-Butyl)-8-(1H-indol-3-ylmethyl)-11-isobutyl-4,7,10,13,16-pentaoxo-hexadecahydro-3a,6,9,12,15-pentaaza-cyclopentacyclopentadecen-5-yl]-acetic acid tert-butyl ester

: 136553-96-3
JKC-301

Guidance literature:: With ethane-1,2-dithiol; trifluoroacetic acid; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;
DOI:10.1021/jm00021a021

Reference yield:

: 1027248-70-9
(R)-3-[(R)-2-Amino-3-(1H-indol-3-yl)-propionylamino]-4-{(S)-2-[(1R,2R)-1-((S)-1-hydrazinocarbonyl-3-methyl-butylcarbamoyl)-2-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-4-oxo-butyric acid tert-butyl ester

: 136553-96-3
JKC 301

Guidance literature:: Multi-step reaction with 3 steps

1: HCl, isoamyl nitrite / dimethylformamide; dioxane / 0.17 h / -30 °C

2: Et₃N / dimethylformamide / -20 °C / pH 8

3: TFA, 1,2-ethanedithiol / dimethylformamide / 0.25 h / 0 °C

With hydrogenchloride; ethane-1,2-dithiol; triethylamine; trifluoroacetic acid; isopentyl nitrite; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00021a021