4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

Base Information

Chemical Name:4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester
CAS No.:384830-26-6
Molecular Formula:C₄₉H₅₄N₆O₁₁
Molecular Weight:903.001
Hs Code.:

4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

Synonyms:4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

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Chemical Property of 4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

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Technology Process of 4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

There total 14 articles about 4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl 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:

: 384830-20-0
C₃₉H₄₄N₆O₈

: C₁₀H₁₁ClO₃

: 384830-26-6
4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 148672-74-6,130250-54-3
ethyl N-(t-butyloxycarbonyl)nipecotate

: 384830-26-6
4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: LAH / tetrahydrofuran

2: I₂; PPh₃; imidazole / CH₂Cl₂

3: LDA / tetrahydrofuran

4: TBAF / tetrahydrofuran

5: NaHCO₃ / dimethylformamide

6: TFA / CH₂Cl₂

7: Hg(OAc)2; TEA / dimethylformamide

8: TEA; DMAP / dimethylformamide

With 1H-imidazole; dmap; lithium aluminium tetrahydride; TEA; mercury(II) diacetate; tetrabutyl ammonium fluoride; iodine; sodium hydrogencarbonate; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00689-3

Reference yield:

: 116574-71-1
(±)-tert-butyl 3-(hydroxymethyl)piperidine-1-carboxylate

: 384830-26-6
4-[(2S,3R)-2-Benzyloxycarbonyl-3-(1-{benzyloxycarbonylamino-[(E)-benzyloxycarbonylimino]-methyl}-piperidin-3-ylmethyl)-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 3-phenoxy-propyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: I₂; PPh₃; imidazole / CH₂Cl₂

2: LDA / tetrahydrofuran

3: TBAF / tetrahydrofuran

4: NaHCO₃ / dimethylformamide

5: TFA / CH₂Cl₂

6: Hg(OAc)2; TEA / dimethylformamide

7: TEA; DMAP / dimethylformamide

With 1H-imidazole; dmap; TEA; mercury(II) diacetate; tetrabutyl ammonium fluoride; iodine; sodium hydrogencarbonate; triphenylphosphine; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0960-894X(02)00689-3