Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(2R)-3-cyclopropyl-2-hydroxy-3-methyl-1-oxobutyl ]-2-azetidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(2R)-3-cyclopropyl-2-hydroxy-3-methyl-1-oxobutyl ]-2-azetidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester
CAS No.:486394-58-5
Molecular Formula:C₂₅H₃₆ClN₃O₅
Molecular Weight:494.031
Hs Code.:

Carbamic acid,
[[4-chloro-2-[[[[(2S)-1-[(2R)-3-cyclopropyl-2-hydroxy-3-methyl-1-oxobutyl
]-2-azetidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl
ester

Synonyms:

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Chemical Property of Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(2R)-3-cyclopropyl-2-hydroxy-3-methyl-1-oxobutyl ]-2-azetidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester

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Technology Process of Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(2R)-3-cyclopropyl-2-hydroxy-3-methyl-1-oxobutyl ]-2-azetidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl ester

There total 10 articles about Carbamic acid, [[4-chloro-2-[[[[(2S)-1-[(2R)-3-cyclopropyl-2-hydroxy-3-methyl-1-oxobutyl ]-2-azetidinyl]carbonyl]amino]methyl]phenyl]methyl]-, 1,1-dimethylethyl 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 486394-58-5
[4-Chloro-2-({[(S)-1-((R)-3-cyclopropyl-2-hydroxy-3-methyl-butyryl)-azetidine-2-carbonyl]-amino}-methyl)-benzyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran

2: DPPA / toluene

3: PPh₃; H₂O / tetrahydrofuran

4: EDCI; HOBT; i-Pr₂NEt / dimethylformamide

5: piperidine / dimethylformamide

6: EDCI; HOBt; i-Pr₂NEt / dimethylformamide

With piperidine; diphenyl-phosphinic acid; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2004.06.030

Reference yield:

: 27007-53-0
methyl-2-bromo-5-chlorobenzoate

: 486394-58-5
[4-Chloro-2-({[(S)-1-((R)-3-cyclopropyl-2-hydroxy-3-methyl-butyryl)-azetidine-2-carbonyl]-amino}-methyl)-benzyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: Pd(PPh₃)4 / dimethylformamide / 60 °C

2: LiAlH₄ / tetrahydrofuran

3: tetrahydrofuran

4: DPPA / toluene

5: PPh₃; H₂O / tetrahydrofuran

6: EDCI; HOBT; i-Pr₂NEt / dimethylformamide

7: piperidine / dimethylformamide

8: EDCI; HOBt; i-Pr₂NEt / dimethylformamide

With piperidine; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diphenyl-phosphinic acid; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.bmcl.2004.06.030

Reference yield:

: 63721-05-1
methyl 3,3-dimethyl-4-penteneoate

: 486394-58-5
[4-Chloro-2-({[(S)-1-((R)-3-cyclopropyl-2-hydroxy-3-methyl-butyryl)-azetidine-2-carbonyl]-amino}-methyl)-benzyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: Pd(OAc)2 / diethyl ether

2: LDA; Davis oxaziridine / tetrahydrofuran / -78 °C

3: aq. NaOH / methanol

4: EDCI; HOBt; i-Pr₂NEt / dimethylformamide

With palladium diacetate; sodium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; (+)-[(8,8-dichlorocamphoryl)sulfonyl]oxaziridine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2004.06.030