4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

Base Information

Chemical Name:4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester
CAS No.:1290048-29-1
Molecular Formula:C₂₄H₃₃N₃O₅
Molecular Weight:443.543
Hs Code.:

Synonyms:4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

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Chemical Property of 4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

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Technology Process of 4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

There total 13 articles about 4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic 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: 55.0%

: 1103501-89-8,955028-68-9
(S)-6-aza-spiro[2.5]octan-4-ol hydrochloride

: 1290048-27-9
4-(4-hydroxy-butyl)-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

: 1290048-29-1
4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

Guidance literature:: 4-(4-hydroxy-butyl)-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 3h; Cooling with ice;

(S)-6-aza-spiro[2.5]octan-4-ol hydrochloride; With triethylamine; HATU; In N,N-dimethyl-formamide; for 16h;

Reference yield:

: 1101840-72-5
tert-butyl 4-hydroxy-6-azaspiro[2.5]octane-6-carboxylate

: 1290048-29-1
4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -70 - -60 °C

1.2: 0.17 h / -60 °C

2.1: sodium hydroxide; magnesium(II) chloride hexahydrate; α-D-glucose monohydrate / ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102 / 35 °C / pH 6.5 / Aqueous buffer

3.1: hydrogenchloride / 1,4-dioxane; ethanol / 1 h / 20 °C

4.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / acetonitrile; water / 0 - 20 °C

4.2: 16 h

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxalyl dichloride; magnesium(II) chloride hexahydrate; [bis(acetoxy)iodo]benzene; α-D-glucose monohydrate; dimethyl sulfoxide; sodium hydroxide; ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102; In 1,4-dioxane; ethanol; dichloromethane; water; acetonitrile; 1.1: Swern Oxidation / 1.2: Swern Oxidation;

Reference yield:

: 159635-22-0
3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

: 1290048-29-1
4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: diethylzinc / toluene; 1,2-dichloro-ethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 0.5 h / 0 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -70 - -60 °C

2.2: 0.17 h / -60 °C

3.1: sodium hydroxide; magnesium(II) chloride hexahydrate; α-D-glucose monohydrate / ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102 / 35 °C / pH 6.5 / Aqueous buffer

4.1: hydrogenchloride / 1,4-dioxane; ethanol / 1 h / 20 °C

5.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene / acetonitrile; water / 0 - 20 °C

5.2: 16 h

With hydrogenchloride; 2,2,6,6-tetramethyl-piperidine-N-oxyl; oxalyl dichloride; magnesium(II) chloride hexahydrate; [bis(acetoxy)iodo]benzene; diethylzinc; α-D-glucose monohydrate; dimethyl sulfoxide; sodium hydroxide; ketoreductase KRED-NADH-117; glucose dehydrogenase GDH-102; In 1,4-dioxane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; toluene; acetonitrile; 2.1: Swern Oxidation / 2.2: Swern Oxidation;