(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

Base Information

Chemical Name:(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester
CAS No.:321866-64-2
Molecular Formula:C₂₇H₃₆N₂O₅
Molecular Weight:468.593
Hs Code.:

Synonyms:(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

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Chemical Property of (2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

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Technology Process of (2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

There total 7 articles about (2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl 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: 91.0%

: 321866-55-1
(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid

: 74-88-4
methyl iodide

: 321866-64-2
(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

Guidance literature:: With tetra-(n-butyl)ammonium iodide; potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/ol006679t

Reference yield:

: 35929-26-1
N,N-bis(phenylmethyl)-propionamide

: 321866-64-2
(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / -78 °C

1.2: 72 percent / tetrahydrofuran; hexane / -78 °C

2.1: 78 percent / KHMDS; 2,4,6-triisopropylbenznesulfonyl azide; acetic acid / tetrahydrofuran; toluene / 2 h / 30 °C

3.1: SnCl₂*2H₂O / dioxane; H₂O / 20 °C

4.1: NaHCO₃ / H₂O / 3 h / 20 °C

5.1: 90 percent / LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

6.1: 91 percent / K₂CO₃; Bu₄NI / dimethylformamide / 1 h / 20 °C

With lithium hydroxide; n-butyllithium; 2,4,6-Triisopropylbenzenesulfonyl azide; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydrogencarbonate; potassium carbonate; acetic acid; diisopropylamine; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; hexane; water; N,N-dimethyl-formamide; toluene; 1.1: Michael addition;
DOI:10.1021/ol006679t

Reference yield:

: 321866-58-4
(2R,3R)-5-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2,3-dimethyl-5-oxo-pentanoic acid dibenzylamide

: 321866-64-2
(2S,3S,4R)-2-tert-Butoxycarbonylamino-4-dibenzylcarbamoyl-3-methyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / KHMDS; 2,4,6-triisopropylbenznesulfonyl azide; acetic acid / tetrahydrofuran; toluene / 2 h / 30 °C

2: SnCl₂*2H₂O / dioxane; H₂O / 20 °C

3: NaHCO₃ / H₂O / 3 h / 20 °C

4: 90 percent / LiOH / tetrahydrofuran; H₂O / 0 - 20 °C

5: 91 percent / K₂CO₃; Bu₄NI / dimethylformamide / 1 h / 20 °C

With lithium hydroxide; 2,4,6-Triisopropylbenzenesulfonyl azide; tetra-(n-butyl)ammonium iodide; potassium hexamethylsilazane; sodium hydrogencarbonate; potassium carbonate; acetic acid; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol006679t