(R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine

Base Information

Chemical Name:(R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine
CAS No.:230311-16-7
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:

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Chemical Property of (R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine

Chemical Property:

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Technology Process of (R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine

There total 8 articles about (R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine 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:

: N-(benzyloxycarbonyl)-3-methyl-1-phenyl-3-hept-1-enylamine

: (S)-N-(benzyloxycarbonyl)-α-methylnorleucine

: 230311-16-7
(R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine

Guidance literature:: With ruthenium trichloride; periodic acid; In tetrachloromethane; water; acetonitrile; at 50 ℃; for 24h; Title compound not separated from byproducts;
DOI:10.1021/jo9901079

Reference yield:

: 42778-40-5,42778-90-5
(E)-3-methylhept-2-enoic acid ethyl ester

: 230311-16-7
(R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / DIBALH / diethyl ether; hexane / 0 - 20 °C

2: t-BuOOH; L-(+)-diethyl tartrate; titanium tetraisopropoxide / 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -20 °C

3: LiClO₄; NaN₃ / acetonitrile / 24 h / 65 °C

4: H₂ / Pd/C / ethyl acetate; methanol

5: Na₂CO₃ / tetrahydrofuran; H₂O

6: KMnO₄; NaIO₄; Na₂CO₃

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium permanganate; sodium periodate; sodium azide; diethyl (2R,3R)-tartrate; hydrogen; lithium perchlorate; diisobutylaluminium hydride; sodium carbonate; palladium on activated charcoal; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; diethyl ether; hexane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)00503-8

Reference yield:

: 30801-97-9
(2E)-3-methyl-2-hepten-1-ol

: 230311-16-7
(R)-(-)-N-(benzyloxycarbonyl)-α-methylnorleucine

Guidance literature:: Multi-step reaction with 5 steps

1: t-BuOOH; L-(+)-diethyl tartrate; titanium tetraisopropoxide / 4 Angstroem molecular sieves / CH₂Cl₂; 2,2,4-trimethyl-pentane / 4 h / -20 °C

2: LiClO₄; NaN₃ / acetonitrile / 24 h / 65 °C

3: H₂ / Pd/C / ethyl acetate; methanol

4: Na₂CO₃ / tetrahydrofuran; H₂O

5: KMnO₄; NaIO₄; Na₂CO₃

With titanium(IV) isopropylate; tert.-butylhydroperoxide; potassium permanganate; sodium periodate; sodium azide; diethyl (2R,3R)-tartrate; hydrogen; lithium perchlorate; sodium carbonate; palladium on activated charcoal; 4 A molecular sieve; In tetrahydrofuran; methanol; 2,2,4-trimethylpentane; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(01)00503-8