1,5,9-Triazacyclododecane-2,6,10-tripropanoic acid, 4,8,12-trioxo-, tris(phenylmethyl) ester, (2S,6S,10S)-

Base Information

Chemical Name:1,5,9-Triazacyclododecane-2,6,10-tripropanoic acid, 4,8,12-trioxo-, tris(phenylmethyl) ester, (2S,6S,10S)-
CAS No.:218943-47-6
Molecular Formula:C₃₉H₄₅N₃O₉
Molecular Weight:699.801
Hs Code.:

Synonyms:

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Chemical Property of 1,5,9-Triazacyclododecane-2,6,10-tripropanoic acid, 4,8,12-trioxo-, tris(phenylmethyl) ester, (2S,6S,10S)-

Chemical Property:

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Technology Process of 1,5,9-Triazacyclododecane-2,6,10-tripropanoic acid, 4,8,12-trioxo-, tris(phenylmethyl) ester, (2S,6S,10S)-

There total 8 articles about 1,5,9-Triazacyclododecane-2,6,10-tripropanoic acid, 4,8,12-trioxo-, tris(phenylmethyl) ester, (2S,6S,10S)- 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:

: (S)-3-[(S)-3-((S)-3-Amino-5-benzyloxycarbonyl-pentanoylamino)-5-benzyloxycarbonyl-pentanoylamino]-hexanedioic acid 6-benzyl ester 1-pentafluorophenyl ester; compound with trifluoro-acetic acid

: 218943-47-6
cyclo(β-HGlu(OBn))3

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; Yield given; Heating;
DOI:10.1039/a805478i

Reference yield:

: 13574-13-5
Boc-Glu(OBzl)-OH

: 218943-47-6
cyclo(β-HGlu(OBn))3

Guidance literature:: Multi-step reaction with 8 steps

1: NEt₃ / tetrahydrofuran / 0.25 h / -25 °C

2: tetrahydrofuran; diethyl ether / 3 h / Ambient temperature

3: 71 percent / H₂O, CF₃CO₂Ag, NEt₃ / tetrahydrofuran / 3 h / -25 - 20 °C

4: 81 percent / Et₃N, HOBt, EDC / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) r.t., 16 h

5: AcOH, Zn / 16 h / Ambient temperature

6: EDC / CH₂Cl₂ / 16 h / Ambient temperature

7: CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 1 h

8: DIPEA / acetonitrile / Heating

With water; silver trifluoroacetate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile;
DOI:10.1039/a805478i

Reference yield:

: 128135-31-9
4-tert-butoxycarbonylamino-6-diazo-5-oxo-hexanoic acid benzyl ester

: 218943-47-6
cyclo(β-HGlu(OBn))3

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / H₂O, CF₃CO₂Ag, NEt₃ / tetrahydrofuran / 3 h / -25 - 20 °C

2: 81 percent / Et₃N, HOBt, EDC / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) r.t., 16 h

3: AcOH, Zn / 16 h / Ambient temperature

4: EDC / CH₂Cl₂ / 16 h / Ambient temperature

5: CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) r.t., 1 h

6: DIPEA / acetonitrile / Heating

With water; silver trifluoroacetate; benzotriazol-1-ol; acetic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; N-ethyl-N,N-diisopropylamine; zinc; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1039/a805478i