Carbamic acid, [(1S)-1-[(1R)-1-hydroxy-2-[(2S)-2-[[[(3-iodophenyl)methyl]amino]carbon yl]-1-pyrrolidinyl]ethyl]-3-methylbutyl]-, 1,1-dimethylethyl ester

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Chemical Name:Carbamic acid, [(1S)-1-[(1R)-1-hydroxy-2-[(2S)-2-[[[(3-iodophenyl)methyl]amino]carbon yl]-1-pyrrolidinyl]ethyl]-3-methylbutyl]-, 1,1-dimethylethyl ester
CAS No.:557111-42-9
Molecular Formula:C24H38IN3O4
Molecular Weight:559.488
Hs Code.:

Carbamic acid,
[(1S)-1-[(1R)-1-hydroxy-2-[(2S)-2-[[[(3-iodophenyl)methyl]amino]carbon
yl]-1-pyrrolidinyl]ethyl]-3-methylbutyl]-, 1,1-dimethylethyl ester

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Chemical Property of Carbamic acid, [(1S)-1-[(1R)-1-hydroxy-2-[(2S)-2-[[[(3-iodophenyl)methyl]amino]carbon yl]-1-pyrrolidinyl]ethyl]-3-methylbutyl]-, 1,1-dimethylethyl ester

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Technology Process of Carbamic acid, [(1S)-1-[(1R)-1-hydroxy-2-[(2S)-2-[[[(3-iodophenyl)methyl]amino]carbon yl]-1-pyrrolidinyl]ethyl]-3-methylbutyl]-, 1,1-dimethylethyl ester

There total 4 articles about Carbamic acid, [(1S)-1-[(1R)-1-hydroxy-2-[(2S)-2-[[[(3-iodophenyl)methyl]amino]carbon yl]-1-pyrrolidinyl]ethyl]-3-methylbutyl]-, 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: 65.0%

: 107202-52-8
(2S)-2-[(1S)-1-[N-(tert-butyloxycarbonyl)amino]-3-methylbutyl]oxirane

: 2-(3-iodo-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 557111-42-9
((S)-1-{(R)-1-Hydroxy-2-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-yl]-ethyl}-3-methyl-butyl)-carbamic acid tert-butyl ester

Guidance literature:: 2-(3-iodo-benzylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester; With methoxybenzene; In trifluoroacetic acid; at 4 ℃; for 1h;

(2S)-2-[(1S)-1-[N-(tert-butyloxycarbonyl)amino]-3-methylbutyl]oxirane; In isopropyl alcohol; at 70 ℃; for 4h;
DOI:10.1021/jo030063a

Reference yield:

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

: 557111-42-9
((S)-1-{(R)-1-Hydroxy-2-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-yl]-ethyl}-3-methyl-butyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent KOH / ethanol; H₂O / 8 h / Heating

1.2: 63 percent / DIEA / dimethylformamide / 24 h / 23 °C

2.1: H₂ / 10 percent Pd/C / methanol / 12 h / 23 °C

2.2: 54 percent / PPh₃; diethyl azodicarboxylate / CHCl₃ / 6 h / Heating

3.1: anisole / trifluoroacetic acid / 1 h / 4 °C

3.2: 65 percent / propan-2-ol / 4 h / 70 °C

With potassium hydroxide; hydrogen; methoxybenzene; palladium on activated charcoal; In methanol; ethanol; water; trifluoroacetic acid; 2.2: Mitsunobu reaction;
DOI:10.1021/jo030063a

Reference yield:

: 557111-26-9
(4S,5S)-4-isobutyl-5-[(phenylmethyloxy)methyl]oxazolidin-2-one

: 557111-42-9
((S)-1-{(R)-1-Hydroxy-2-[(S)-2-(3-iodo-benzylcarbamoyl)-pyrrolidin-1-yl]-ethyl}-3-methyl-butyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 85 percent KOH / ethanol; H₂O / 8 h / Heating

1.2: 63 percent / DIEA / dimethylformamide / 24 h / 23 °C

2.1: H₂ / 10 percent Pd/C / methanol / 12 h / 23 °C

2.2: 54 percent / PPh₃; diethyl azodicarboxylate / CHCl₃ / 6 h / Heating

3.1: anisole / trifluoroacetic acid / 1 h / 4 °C

3.2: 65 percent / propan-2-ol / 4 h / 70 °C

With potassium hydroxide; hydrogen; methoxybenzene; palladium on activated charcoal; In methanol; ethanol; water; trifluoroacetic acid; 2.2: Mitsunobu reaction;
DOI:10.1021/jo030063a