N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

Base Information

Chemical Name:N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester
CAS No.:374756-29-3
Molecular Formula:C₂₇H₃₅N₃O₆S
Molecular Weight:529.657
Hs Code.:

Synonyms:N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

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Chemical Property of N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

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Technology Process of N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

There total 5 articles about N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic 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: 60.0%

: 260408-11-5
(2R)-methanesulfanyl-succinic acid 1-benzyl ester

: [1-S-(aminomethyl-carbamoyl)-2-methylbutyl]carbamic acid benzyl ester hydrochloride

: 374756-29-3
N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

Guidance literature:: With N-ethylmorpholine;; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja003770j

Reference yield:

: 66178-04-9
(S)-3-(Benzyloxycarbonyl)-3-hydroxypropanoic acid

: 374756-29-3
N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: K₃CO₃ / dimethylformamide / 96 h / 20 °C

2.1: 2,6-lutidine; triflic anhydride / CH₂Cl₂ / 4 h / -78 °C

2.2: 15-crown-5 / CH₂Cl₂; dimethylformamide / -78 - 20 °C

3.1: TFA / CH₂Cl₂ / 0 °C

4.1: 60 percent / EDAC; HOBT; N-ethylmorpholine / CH₂Cl₂ / 1 h / 0 °C

With N-ethylmorpholine;; 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja003770j

Reference yield:

: 260408-09-1
(2S)-hydroxysuccinic acid-1-benzyl ester-4-(4-methoxybenzyl) ester

: 374756-29-3
N-[(2-S-benzyloxycarbonylamino-3-methylpentanoylamino)methyl] 2-R-methanesulfanyl succinamic benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2,6-lutidine; triflic anhydride / CH₂Cl₂ / 4 h / -78 °C

1.2: 15-crown-5 / CH₂Cl₂; dimethylformamide / -78 - 20 °C

2.1: TFA / CH₂Cl₂ / 0 °C

3.1: 60 percent / EDAC; HOBT; N-ethylmorpholine / CH₂Cl₂ / 1 h / 0 °C

With N-ethylmorpholine;; 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ja003770j