(S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

Base Information

Chemical Name:(S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester
CAS No.:1047403-21-3
Molecular Formula:C₁₆H₂₄N₂O₅
Molecular Weight:324.377
Hs Code.:

Synonyms:(S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

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Chemical Property of (S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

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Technology Process of (S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

There total 4 articles about (S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl 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:

: 67-56-1
methanol

: 215791-80-3
Cbz-Lys(Boc)Ψ[cyanoacetate]

: 1047403-21-3
(S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

Guidance literature:: methanol; Cbz-Lys(Boc)Ψ[cyanoacetate]; With hydrogenchloride; In diethyl ether; at -20 - 4 ℃;

With water; In diethyl ether; at 5 - 20 ℃; for 16h; Further stages.;
DOI:10.1021/jm011110z

Reference yield:

: 2389-60-8
Z-Lys(Boc)-OH

: 1047403-21-3
(S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 99 percent / TBTU; Et₃N / CH₂Cl₂ / 2 h / 20 °C / pH 8

2.1: DiBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

3.1: 26.3 g / aq. triethylbenzylammonium chloride / CH₂Cl₂

4.1: HCl / diethyl ether / -20 - 4 °C

4.2: water / diethyl ether / 16 h / 5 - 20 °C

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/jm011110z

Reference yield:

: 2389-49-3
N^α-(benzyloxycarbonyl)-N^ε-(tert-butoxycarbonyl)-L-lysine methyl ester

: 1047403-21-3
(S)-7-Amino-3-benzyloxycarbonylamino-2-hydroxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: DiBAL-H / CH₂Cl₂; hexane / 1 h / -78 °C

2.1: 26.3 g / aq. triethylbenzylammonium chloride / CH₂Cl₂

3.1: HCl / diethyl ether / -20 - 4 °C

3.2: water / diethyl ether / 16 h / 5 - 20 °C

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; diisobutylaluminium hydride; In diethyl ether; hexane; dichloromethane;
DOI:10.1021/jm011110z