DI-BOC-CYSTAMINE

Base Information

• Chemical Name: DI-BOC-CYSTAMINE
• CAS No.: 67385-10-8
• Molecular Formula: C14H28N2O4S2
• Molecular Weight: 352.519
• Hs Code.: 2930909090
• European Community (EC) Number: 626-909-8
• DSSTox Substance ID: DTXSID00393924
• Nikkaji Number: J2.206.560B
• Wikidata: Q82192987
• Mol file: 67385-10-8.mol

Synonyms:[2-(2-tert-butoxycarbonylamino-ethylsulfanyl)-thioethyl]carbamic acid tert-butyl ester;di-tert-Butyl (disulfanediylbis(ethane-2,1-diyl))dicarbamate;tert-butyl 2,2'-disulfanediylbis(ethane-2,1-diyl)dicarbamate;N,N-di-(tert-butyloxycarbonyl)-cystamine;Di-Boc-cystamine;bis[2-(t-butoxycarbonylamino)]ethyl disulfide;

Chemical Property of DI-BOC-CYSTAMINE

Chemical Property:

• Vapor Pressure: 2.86E-09mmHg at 25°C
• Melting Point: 120-122oC
• Boiling Point: 477.2oC at 760 mmHg
• Flash Point: 242.4oC
• PSA: 127.26000
• Density: 1.128g/cm3
• LogP: 4.19900
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 11
• Exact Mass: 352.14904973
• Heavy Atom Count: 22
• Complexity: 318

Purity/Quality:

98%,99%, ^*data from raw suppliers

Di-Boc-cystamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCSSCCNC(=O)OC(C)(C)C
• Uses: Building block for the synthesis of thioethyl-modified peptides

Technology Process of DI-BOC-CYSTAMINE

There total 8 articles about DI-BOC-CYSTAMINE 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: 99.6%

2,2'-dithio-bis[ethylamine] (51-85-4) + di-tert-butyl dicarbonate (24424-99-5) → di-tert-butyl(disulfanediylbis(ethane-2,1-diyl))dicarbamate (67385-10-8)

Guidance literature:

DOI:10.1016/S0040-4020(99)00309-9

Reference yield: 96.0%

di-tert-butyl dicarbonate (24424-99-5) + cystamine dihydrochioride (56-17-7) → di-tert-butyl(disulfanediylbis(ethane-2,1-diyl))dicarbamate (67385-10-8)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 3h; Ambient temperature;

DOI:10.1016/0223-5234(89)90055-X

Reference yield: 94.0%

2-[(tert-butoxycarbonyl)amino]-1-ethanethiol (67385-09-5) → di-tert-butyl(disulfanediylbis(ethane-2,1-diyl))dicarbamate (67385-10-8)

Guidance literature:

With (S)-tetrahydrotellurophen-3-amine hydrochloride; dihydrogen peroxide; In dichloromethane; at 25 ℃; pH=7.5; Flow reactor;

DOI:10.1039/c9cy00562e

upstream raw materials:

2,2'-dithio-bis[ethylamine]

di-tert-butyl dicarbonate

cystamine dihydrochioride

tert-butyldicarbonate

Downstream raw materials:

2-[(tert-butoxycarbonyl)amino]-1-ethanethiol

α-<3-<<(1,1-dimethylethoxy)carbonyl>amino>propyl>benzenepropanoic acid

methyl 4-((2-((tert-butoxycarbonyl)amino)ethyl)thio)benzoate

tert-butyl 2-((2S,3R)-6,6,6-trifluoro-3-((S,Z)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylcarbamoyl)-2-(3,3,3-trifluoropropyl)hexanamidothio) ethylcarbamate

Refernces

• 1、 Becker, Katja,Busker, Sander,Felber, Jan G.,Maier, Martin S.,Poczka, Lena,Scholzen, Karoline,Theisen, Ulrike,Thorn-Seshold, Julia,Thorn-Seshold, Oliver,Zeisel, Lukas,Arnér, Elias S. J.,Brandst?dter, Christina. "Selective, Modular Probes for Thioredoxins Enabled by Rational Tuning of a Unique Disulfide Structure Motif". supporting information. p. 8791 - 8803. Retrieved 2021/06/27.
• 2、 Campbell, Brandon,Hood, Taylor,Shank, Nathaniel. "Synthesis of a new disulfide Fmoc monomer for creating biologically susceptible linkages in peptide nucleic acid oligomers". . p. 394 - 398. Retrieved 2018/12/13.