(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

Base Information

Chemical Name:(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester
CAS No.:212117-48-1
Molecular Formula:C₃₃H₅₀N₂O₉
Molecular Weight:618.768
Hs Code.:

(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

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Chemical Property of (S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

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Technology Process of (S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

There total 7 articles about (S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl 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:

: 212117-43-6
(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-benzyloxycarbonyl-2-phenyl-ethyl ester

: 212117-48-1
(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; Yield given;
DOI:10.1016/S0040-4039(98)01075-2

Reference yield:

: 212117-38-9
4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]butanal

: 212117-48-1
(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 74 percent / HOAc, NaBH₃CN / CH₂Cl₂

2: 79 percent / o-xylene; m-xylene; xylene / Heating

3: 71 percent / DCC, DMAP / CH₂Cl₂

4: H₂ / 10percent Pd/C / ethanol

5: 42 percent / DCC, DMAP / CH₂Cl₂

6: H₂ / 10percent Pd/C / ethanol

With dmap; hydrogen; sodium cyanoborohydride; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane; o-xylene; m-xylene; xylene;
DOI:10.1016/S0040-4039(98)01075-2

Reference yield:

: 212117-37-8
(E)-4-[(4R)-2,2-dimethyl-5-oxo-1,3-dioxolan-4-yl]-2-butenal

: 212117-48-1
(S)-2-{(R)-3-[(S)-2-(tert-Butoxycarbonyl-methyl-amino)-4-methyl-pentanoyloxy]-2-oxo-azepan-1-yl}-4-methyl-pentanoic acid (R)-1-carboxy-2-phenyl-ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 72 percent / H₂ / 5percent Pd/C / ethyl acetate

2: 74 percent / HOAc, NaBH₃CN / CH₂Cl₂

3: 79 percent / o-xylene; m-xylene; xylene / Heating

4: 71 percent / DCC, DMAP / CH₂Cl₂

5: H₂ / 10percent Pd/C / ethanol

6: 42 percent / DCC, DMAP / CH₂Cl₂

7: H₂ / 10percent Pd/C / ethanol

With dmap; hydrogen; sodium cyanoborohydride; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In ethanol; dichloromethane; o-xylene; ethyl acetate; m-xylene; xylene;
DOI:10.1016/S0040-4039(98)01075-2