trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

Base Information

Chemical Name:trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid
CAS No.:367258-73-9
Molecular Formula:C₁₈H₃₁NO₆
Molecular Weight:357.447
Hs Code.:

Synonyms:trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

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Chemical Property of trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

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Technology Process of trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

There total 5 articles about trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid 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%

: 367258-72-8
1,1-dimethylethyl 4-[(1S)-1-[[(1,1-dimethylethoxy)carbonyl]amino]-2-hydroxyethyl]cyclohexaneacetate

: 367258-73-9
trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

Guidance literature:: With ruthenium trichloride; periodic acid; In tetrachloromethane; water; acetonitrile; at 0 ℃;
DOI:10.1021/jo010512b

Reference yield:

: 1075-49-6
4-ethenylbenzoic acid

: 367258-73-9
trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 66 percent / benzene / 4 h / Heating

2.1: tert-butyl hypochlorite; NaOH / propan-1-ol; H₂O / 0.33 h / 20 °C

2.2: 70 percent / (DHQ)2Phal; K₂OsO₄*2H₂O / propan-1-ol; H₂O / 12 h / 0 °C

3.1: 83 percent / H₂ / 10percent Rh/C / methanol / 72 h / 3102.97 Torr

4.1: 2.7 g / LDA / tetrahydrofuran; heptane / 2 h / -78 °C

5.1: 55 percent / RuCl₃*3H₂O; periodic acid / acetonitrile; CCl₄; H₂O / 0 °C

With ruthenium trichloride; sodium hydroxide; tert-butylhypochlorite; hydrogen; periodic acid; lithium diisopropyl amide; 10percent Rh/C; In tetrahydrofuran; methanol; propan-1-ol; tetrachloromethane; n-heptane; water; acetonitrile; benzene;
DOI:10.1021/jo010512b

Reference yield:

: 84740-98-7
4-t-butyloxycarbonylstyrene

: 367258-73-9
trans-4-[(1,1-dimethylethoxy)carbonyl] (S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]cyclohexaneacetic acid

Guidance literature:: Multi-step reaction with 4 steps

1.1: tert-butyl hypochlorite; NaOH / propan-1-ol; H₂O / 0.33 h / 20 °C

1.2: 70 percent / (DHQ)2Phal; K₂OsO₄*2H₂O / propan-1-ol; H₂O / 12 h / 0 °C

2.1: 83 percent / H₂ / 10percent Rh/C / methanol / 72 h / 3102.97 Torr

3.1: 2.7 g / LDA / tetrahydrofuran; heptane / 2 h / -78 °C

4.1: 55 percent / RuCl₃*3H₂O; periodic acid / acetonitrile; CCl₄; H₂O / 0 °C

With ruthenium trichloride; sodium hydroxide; tert-butylhypochlorite; hydrogen; periodic acid; lithium diisopropyl amide; 10percent Rh/C; In tetrahydrofuran; methanol; propan-1-ol; tetrachloromethane; n-heptane; water; acetonitrile;
DOI:10.1021/jo010512b