(-)-(S)-5,5,6,6,6-difluonorleucine

Base Information

Chemical Name:(-)-(S)-5,5,6,6,6-difluonorleucine
CAS No.:148091-91-2
Molecular Formula:C₆H₁₁F₂NO₂
Molecular Weight:167.156
Hs Code.:

Synonyms:

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Chemical Property of (-)-(S)-5,5,6,6,6-difluonorleucine

Chemical Property:

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Technology Process of (-)-(S)-5,5,6,6,6-difluonorleucine

There total 8 articles about (-)-(S)-5,5,6,6,6-difluonorleucine 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: 97.0%

: 148043-91-8
(S)-2-azido-5,5-difluorohexanoic acid

: 148091-91-2,154967-78-9
(-)-(S)-5,5,6,6,6-difluonorleucine

Guidance literature:: With hydrogen; acetic acid; palladium on activated charcoal; for 23h; under 2068.6 Torr;

Reference yield:

: 372-67-8
5,5-difluorohexanoic acid

: 148091-91-2,154967-78-9
(-)-(S)-5,5,6,6,6-difluonorleucine

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / tetrahydrofuran / 0.33 h / -78 - 0 °C

2: 1.) BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 deg C, 20 min

3: 1.) (i-Pr)2NEt, Bu₂BOTf, 2.) NBS / 1.) CH₂Cl₂, from -78 deg C to 0 deg C, 75 min, 2.) CH₂Cl₂, -78 deg C, 1.25 h

4: 59 percent / tetramethylguanidinium azide / CH₂Cl₂ / 3 h / 0 °C

5: 77 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 0.5 h / 0 °C

6: 97 percent / H₂, aq. AcOH / 10percent Pd/C / 23 h / 2068.6 Torr

With lithium hydroxide; N-Bromosuccinimide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; hydrogen; dihydrogen peroxide; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

Reference yield:

: 13984-57-1
ethyl 5-oxohexanoate

: 148091-91-2,154967-78-9
(-)-(S)-5,5,6,6,6-difluonorleucine

Guidance literature:: Multi-step reaction with 8 steps

1: 28 percent / SF₄ / CH₂Cl₂; H₂O / 10 h / 95 °C

2: 95 percent / 10percent aq. NaOH / 1 h / Heating

3: Et₃N / tetrahydrofuran / 0.33 h / -78 - 0 °C

4: 1.) BuLi / 1.) THF, hexane, -78 deg C, 2.) THF, hexane, -78 deg C, 20 min

5: 1.) (i-Pr)2NEt, Bu₂BOTf, 2.) NBS / 1.) CH₂Cl₂, from -78 deg C to 0 deg C, 75 min, 2.) CH₂Cl₂, -78 deg C, 1.25 h

6: 59 percent / tetramethylguanidinium azide / CH₂Cl₂ / 3 h / 0 °C

7: 77 percent / aq. H₂O₂, LiOH / tetrahydrofuran / 0.5 h / 0 °C

8: 97 percent / H₂, aq. AcOH / 10percent Pd/C / 23 h / 2068.6 Torr

With lithium hydroxide; sodium hydroxide; N-Bromosuccinimide; n-butyllithium; di-n-butylboryl trifluoromethanesulfonate; sulfur tetrafluoride; hydrogen; dihydrogen peroxide; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tetramethylguanidinum azide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water;