2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester
CAS No.:1061738-68-8
Molecular Formula:C₃₂H₄₃N₃O₆S
Molecular Weight:597.776
Hs Code.:

Synonyms:2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

There total 10 articles about 2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl 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:

: 103711-22-4
α-(Isopropylthio)-Nα-(benzyloxycarbonyl)glycine

: 195044-86-1
(2-aminophenyl)[(2R,S)-1-(tert-butyloxycarbonyl)-4,4-dimethylpiperidin-2-yl]methanone

: 1061738-68-8
2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane; at 5 - 55 ℃; for 1h;
DOI:10.1021/jm9608523

Reference yield:

: 3422-01-3
tert-butyl phenylcarbamate

: 1061738-68-8
2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) t-BuLi / 1.) THF, pentane, -22 deg C, 2 h, 2.) THF, pentane, from -70 deg C to -30 deg C, 170 min

2: 78 percent / 4-methylmorpholine N-oxide monohydrate, 4 Angstroem sieves, tetrapropylammonium perruthenate / CH₂Cl₂ / 19 h / Ambient temperature

3: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

4: Et₃N / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

5: Et₃N, BOP-Cl / CH₂Cl₂ / 1 h / 5 - 55 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; tert.-butyl lithium; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 4-methylmorpholine 4-oxide monohydrate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jm9608523

Reference yield:

: 137734-86-2
4,4-dimethyl-pipecolic acid

: 1061738-68-8
2-[2-(2-Benzyloxycarbonylamino-2-isopropylsulfanyl-acetylamino)-benzoyl]-4,4-dimethyl-piperidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / 2N aq. NaOH / dioxane / 23 h / Ambient temperature

2: 84 percent / 1-hydroxybenzotriazole, Et₃N, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride / dimethylformamide / 23 h / Ambient temperature

3: 1.) t-BuLi / 1.) Et₂O, pentane, -5 deg C, 3 h, 2.) Et₂O, pentane, from -60 deg C to -25 deg C, 140 min

4: TFA / CH₂Cl₂ / 0.5 h / Ambient temperature

5: Et₃N / tetrahydrofuran; CH₂Cl₂ / 15 h / Ambient temperature

6: Et₃N, BOP-Cl / CH₂Cl₂ / 1 h / 5 - 55 °C

With sodium hydroxide; tert.-butyl lithium; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm9608523