2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel-

Base Information

Chemical Name:2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel-
CAS No.:69222-99-7
Molecular Formula:C₂₄H₂₈N₂O₈S₂
Molecular Weight:536.627
Hs Code.:
DSSTox Substance ID:DTXSID60988916
Wikidata:Q82977641

Synonyms:69222-99-7;DL-4,4'-Dithiobis(2-(benzyloxycarbonylamino)butanoic acid);2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel-;C24H28N2O8S2;C24-H28-N2-O8-S2;SCHEMBL1695001;DTXSID60988916;4,4'-Disulfanediylbis(2-{[(benzyloxy)(hydroxy)methylidene]amino}butanoic acid)

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Chemical Property of 2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel-

Chemical Property:

XLogP3:3.3
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:17
Exact Mass:536.12870820
Heavy Atom Count:36
Complexity:642

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)COC(=O)NC(CCSSCCC(C(=O)O)NC(=O)OCC2=CC=CC=C2)C(=O)O
Isomeric SMILES:C1=CC=C(C=C1)COC(=O)N[C@@H](CCSSCC[C@@H](C(=O)O)NC(=O)OCC2=CC=CC=C2)C(=O)O

Technology Process of 2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel-

There total 1 articles about 2-Oxa-8,9-dithia-4,13-diazatetradecan-14-oic acid, 5,12-dicarboxy-3-oxo-1-phenyl-, 14-(phenylmethyl) ester, (5R,12R)-rel- 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:

: 462-10-2
DL-homocystine

: 501-53-1,94274-21-2
benzyl chloroformate

: 66076-71-9,69222-99-7
(Cbz-D,L-Homo-Cys-OH)₂

Guidance literature:: DOI:10.1002/jps.2600671115

Reference yield: 88.0%

: 95-14-7,27556-51-0
1,2,3-Benzotriazole

: 66076-71-9,69222-99-7
(Cbz-D,L-Homo-Cys-OH)₂

: 1452406-84-6
(Cbz-D,L-Homo-Cys-Bt)₂

Guidance literature:: 1,2,3-Benzotriazole; With thionyl chloride; at 20 ℃; for 0.333333h;

(Cbz-D,L-Homo-Cys-OH)₂; at 20 ℃;
DOI:10.1039/c5ob00023h

Reference yield:

: 66076-71-9,69222-99-7
(Cbz-D,L-Homo-Cys-OH)₂

: cyclo-[bis-Cbz-homo-D,L-Cys-L-Hyp(O-tBu)]

Guidance literature:: Multi-step reaction with 4 steps

1.1: thionyl chloride / 0.33 h / 20 °C

1.2: 20 °C

2.1: triethylamine / acetonitrile; water / 20 °C

3.1: thionyl chloride / tetrahydrofuran / 0.33 h / -20 °C

3.2: 4 h / -20 °C

4.1: alkylamine / acetonitrile / 120 °C / Microwave irradiation

With thionyl chloride; triethylamine; In tetrahydrofuran; water; acetonitrile;
DOI:10.1039/c5ob00023h