Oxytocin (reduced)

Base Information

• Chemical Name: Oxytocin (reduced)
• CAS No.: 17912-60-6
• Molecular Formula: C₄₃H₆₈N₁₂O₁₂S₂
• Molecular Weight: 1009.22
• Mol file: 17912-60-6.mol

Synonyms:

Chemical Property of Oxytocin (reduced)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Oxytocin (reduced)

There total 29 articles about Oxytocin (reduced) 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: 77.0%

H-Cys-Pro-Leu-Gly-NH2 (41089-31-0) + H-Thz-Tyr-Ile-Gln-Asn-O(o-SSEt-phenyl) (1391105-30-8) → H-Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 (17912-60-6)

Guidance literature:

H-Cys-Pro-Leu-Gly-NH₂; H-Thz-Tyr-Ile-Gln-Asn-O(o-SSEt-phenyl); With sodium dihydrogenphosphate; tris-(2-carboxyethyl)-phosphine hydrochloride; pH=7.2; Inert atmosphere;

With N-methoxylamine hydrochloride; Inert atmosphere;

DOI:10.1021/ja3063452

Reference yield: 38.0%

N-(fluoren-9-ylmethoxycarbonyl)glycine (29022-11-5) + Fmoc-Leu-OH (35661-60-0) + Fmoc-Pro-OH (71989-31-6) + Fmoc-Ile-OH (71989-23-6,251316-98-0) + Fmoc-Tyr(tBu)-OH (71989-38-3,118488-18-9,204384-67-8) + N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine (103213-32-7,167015-11-4) + L-Asn(Trt) (132388-59-1) + Fmoc-L-Gln(Trt)-OH (132327-80-1,200623-62-7) → H-Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 (17912-60-6)

Guidance literature:

N-(fluoren-9-ylmethoxycarbonyl)glycine; With benzotriazol-1-ol; diisopropyl-carbodiimide;

With piperidine; In N,N-dimethyl-formamide;

Fmoc-Leu-OH; Fmoc-Pro-OH; Fmoc-Ile-OH; Fmoc-Tyr(tBu)-OH; N-(9-fluorenylmethoxycarbonyl)-S-trityl-L-cysteine; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; Further stages;

DOI:10.1002/chem.201700952

Reference yield:

C47H76N16O14S2 → H-Cys-Tyr-Ile-Gln-Asn-Cys-Pro-Leu-Gly-NH2 (17912-60-6) + oxytocin (50-56-6)

Guidance literature:

C₄₇H₇₆N₁₆O₁₄S₂; With guanidine hydrochloride; palladium dichloride; In aq. phosphate buffer; water; at 37 ℃; for 0.0833333h; pH=7;

With sodium N,N-diethyldithiocarbamate; In aq. phosphate buffer; water; at 37 ℃;

DOI:10.1002/anie.201900988

upstream raw materials:

L-Cysteine

oxytocin

GLUTATHIONE

1,6>-oxytocin

Downstream raw materials:

captopril

Refernces

• 1、 Brun, Omar,Archibald, Lewis J.,Agramunt, Jordi,Pedroso, Enrique,Grandas, Anna. "Simultaneous Cyclization and Derivatization of Peptides Using Cyclopentenediones". . p. 992 - 995. Retrieved 2017.
• 2、 Erve, John C. L.,Deinzer, Max L.,Reed, Donald J.. "Alkylation of Oxytocin by S-(2-Chloroethyl)glutathione and Characterization of Adducts by Tandem Mass Spectrometry and Edman Degradation". . p. 414 - 421. Retrieved 1995.
• 3、 Tessier, Romain,Nandi, Raj Kumar,Dwyer, Brendan G.,Abegg, Daniel,Sornay, Charlotte,Ceballos, Javier,Erb, Stéphane,Cianférani, Sarah,Wagner, Alain,Chaubet, Guilhem,Adibekian, Alexander,Waser, Jerome. "Ethynylation of Cysteine Residues: From Peptides to Proteins in Vitro and in Living Cells". supporting information. p. 10961 - 10970. Retrieved 2020/05/18.
• 4、 Avrutina, Olga,Knauer, Sascha,Koch, Niklas,Kolmar, Harald,Meusinger, Reinhard,Uth, Christina. "Sustainable Peptide Synthesis Enabled by a Transient Protecting Group". supporting information. p. 12984 - 12990. Retrieved 2020/06/01.