(S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

Base Information

Chemical Name:(S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester
CAS No.:199541-43-0
Molecular Formula:C₃₂H₄₄N₄O₇
Molecular Weight:596.724
Hs Code.:

Synonyms:(S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

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Chemical Property of (S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

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Technology Process of (S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

There total 7 articles about (S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester 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:

: 65864-22-4
(S)-2-amino-3-phenylpropionamide hydrochloride

: 199541-43-0
(S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) DIEA, Piv-Cl, 2.) DIEA / 1.) DMF, 15 min, 2.) DMF, RT, 6 h

2: HCl / ethyl acetate / 1 h / -10 - 20 °C

3: 1.) TBTU, HOBt, DIEA, 2.) DIEA / 1.) DMF, 5 min, 2.) DMF, RT, 2 d

With hydrogenchloride; pivaloyl chloride; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In ethyl acetate;
DOI:10.1021/jm970477u

Reference yield:

: 6404-28-0
Boc-Nle-OH

: 199541-43-0
(S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 1<3-(dimethylamino)propyl>-3-ethylcarbodiimide / CH₂Cl₂ / 1 h / 0 °C

2: N,N-diisopropylethylamine (DIEA)

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/jm00094a001

Reference yield:

: 150009-58-8,86060-84-6
9-fluorenylmethoxycarbonyl-O-benzyl-L-aspartic acid

: 199541-43-0
(S)-3-[((S)-2-tert-Butoxycarbonylamino-hexanoyl)-methyl-amino]-N-((S)-1-carbamoyl-2-phenyl-ethyl)-succinamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) p-TsOH*H₂O, 2.) TFA, triethylsilane / 1.) toluene, reflux, 2 h

2: piperidine / CH₂Cl₂; diisopropyl ether

3: N,N-diisopropylethylamine (DIEA) / CH₂Cl₂; H₂O / 1 h / 35 °C

4: 1-hydroxybenzotriazole hydrate, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide (EDC) / dimethylformamide / 1.) 0 deg C, 30 min, 2.) RT, 2 h

5: aq. HCl / ethyl acetate; heptane / 2.5 h

6: N,N-diisopropylethylamine (DIEA)

With piperidine; hydrogenchloride; triethylsilane; toluene-4-sulfonic acid; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In n-heptane; dichloromethane; di-isopropyl ether; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00094a001