N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

Base Information

Chemical Name:N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine
CAS No.:230973-35-0
Molecular Formula:C₂₁H₃₂N₂O₆
Molecular Weight:408.495
Hs Code.:

N<sup>α</sup>-benzyloxycarbonyl-N<sup>ε</sup>-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

Synonyms:N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

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Chemical Property of N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

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Technology Process of N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

There total 10 articles about N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine 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: 95.0%

: 230973-53-2
N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine methyl ester

: 230973-35-0
N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

Guidance literature:: With lithium hydroxide; In 1,4-dioxane; 1.) 0 deg C, 1.5 h, 2.) room temperature, 9 h;
DOI:10.1021/jo982474a

Reference yield:

: 230973-48-5
(2R)-3,3-dimethyl-4-oxo-2-<(9-phenylfluoren-9-yl)amino>butyric acid methyl ester

: 230973-35-0
N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) DME, 0 deg C, 15 min, 2.) DME, room temperature, 3 h

2: 93 percent / DIBAL-H / CH₂Cl₂; hexane / 0.25 h / -45 °C

3: 1.) TEA, 2-fluoro-N-methylpyridinium tosylate, 2.) LiN₃ / 1.) CHCl₃, 2.) HMPA, 90 deg C, 15 h

4: 1.) PPh₃, 2.) H₂O / 1.) THF, 65 deg C, 22 h, 2.) 22 h

5: NaHCO₃ / dioxane / 6 h

6: H₂ / Pd/C / methanol; ethyl acetate / 16 h / 1520 Torr

7: NMM / CH₂Cl₂ / 18 h

8: 95 percent / LiOH / dioxane / 1.) 0 deg C, 1.5 h, 2.) room temperature, 9 h

With 4-methyl-morpholine; lithium hydroxide; lithium azide; TEA; water; hydrogen; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; 1-methyl-2-fluoropyridinium p-toluenesulfonate; triphenylphosphine; palladium on activated charcoal; In 1,4-dioxane; methanol; hexane; dichloromethane; ethyl acetate;
DOI:10.1021/jo982474a

Reference yield:

: 230973-45-2
dimethyl-N^α-(9-phenylfluoren-9-yl)-3,3-dimethyl-D-aspartate

: 230973-35-0
N^α-benzyloxycarbonyl-N^ε-tert-butyloxycarbonyl-3,3-dimethyl-D-lysine

Guidance literature:: Multi-step reaction with 10 steps

1: 65 percent / DIBAL-H / CH₂Cl₂; hexane / 3 h / -40 °C

2: Dess-Martin periodinane / 2 h / Ambient temperature

3: 1.) NaH / 1.) DME, 0 deg C, 15 min, 2.) DME, room temperature, 3 h

4: 93 percent / DIBAL-H / CH₂Cl₂; hexane / 0.25 h / -45 °C

5: 1.) TEA, 2-fluoro-N-methylpyridinium tosylate, 2.) LiN₃ / 1.) CHCl₃, 2.) HMPA, 90 deg C, 15 h

6: 1.) PPh₃, 2.) H₂O / 1.) THF, 65 deg C, 22 h, 2.) 22 h

7: NaHCO₃ / dioxane / 6 h

8: H₂ / Pd/C / methanol; ethyl acetate / 16 h / 1520 Torr

9: NMM / CH₂Cl₂ / 18 h

10: 95 percent / LiOH / dioxane / 1.) 0 deg C, 1.5 h, 2.) room temperature, 9 h

With 4-methyl-morpholine; lithium hydroxide; lithium azide; TEA; water; hydrogen; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; 1-methyl-2-fluoropyridinium p-toluenesulfonate; Dess-Martin periodane; triphenylphosphine; palladium on activated charcoal; In 1,4-dioxane; methanol; hexane; dichloromethane; ethyl acetate;
DOI:10.1021/jo982474a