(2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol

Base Information

Chemical Name:(2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol
CAS No.:144239-99-6
Molecular Formula:C₁₈H₂₄N₂O
Molecular Weight:284.401
Hs Code.:

Synonyms:

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Chemical Property of (2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol

Chemical Property:

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Technology Process of (2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol

There total 12 articles about (2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol 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:

: 331767-03-4
tert-butyl (1S,2R,4S)-4-amino-1-benzyl-2-hydroxy-5-phenylpentylcarbamate

: 144239-99-6
(2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol

Guidance literature:: With trifluoroacetic acid; In water;
DOI:10.1016/j.bmc.2003.08.004

Reference yield:

: 51987-73-6
(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

: 144239-99-6
(2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol

Guidance literature:: Multi-step reaction with 12 steps

1: 95 percent / n-BuLi / tetrahydrofuran

2: 50 percent / K₂CO₃ / ethanol

3: NaBH₄ / methanol / 0 °C

4: 70 percent / m-CPBA / CH₂Cl₂

5: 65 percent / RedAl / tetrahydrofuran

6: 80 percent / NaH / tetrahydrofuran

7: Et₃N / CH₂Cl₂

8: 80 percent / NaN₃; 18-crown-6 / dimethylsulfoxide

9: NaH / tetrahydrofuran

10: Cs₂CO₃ / methanol; H₂O

11: H₂ / Pd/C

12: TFA / H₂O

With sodium tetrahydroborate; n-butyllithium; sodium azide; 18-crown-6 ether; hydrogen; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; 2: Horner-Emmons olefination;
DOI:10.1016/j.bmc.2003.08.004

Reference yield:

: 176504-90-8
dimethyl [(3S)-4-phenyl-3-[N-(tert-butyloxycarbonyl)amino]-2-oxobutyl]phosphonate

: 144239-99-6
(2S,3R,5S)-2,5-Diamino-1,6-diphenyl-hexan-3-ol

Guidance literature:: Multi-step reaction with 11 steps

1: 50 percent / K₂CO₃ / ethanol

2: NaBH₄ / methanol / 0 °C

3: 70 percent / m-CPBA / CH₂Cl₂

4: 65 percent / RedAl / tetrahydrofuran

5: 80 percent / NaH / tetrahydrofuran

6: Et₃N / CH₂Cl₂

7: 80 percent / NaN₃; 18-crown-6 / dimethylsulfoxide

8: NaH / tetrahydrofuran

9: Cs₂CO₃ / methanol; H₂O

10: H₂ / Pd/C

11: TFA / H₂O

With sodium tetrahydroborate; sodium azide; 18-crown-6 ether; hydrogen; sodium hydride; potassium carbonate; caesium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; sodium bis(2-methoxyethoxy)aluminium dihydride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; 1: Horner-Emmons olefination;
DOI:10.1016/j.bmc.2003.08.004