(2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

Base Information

Chemical Name:(2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol
CAS No.:196102-85-9
Molecular Formula:C₂₃H₃₆N₂O₄
Molecular Weight:404.55
Hs Code.:

Synonyms:(2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

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Technology Process of (2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

There total 1 articles about (2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-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: 84.0%

: 13734-41-3
t-Boc-L-valine

: 173204-69-8
(2S,3R)-2-Methylamino-1-phenyl-hex-5-en-3-ol

: 196102-85-9
(2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

Guidance literature:: With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In acetonitrile; at 25 ℃; for 15h;
DOI:10.1021/jo9708396

Reference yield: 98.0%

: 196102-85-9
(2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

: (S)-2-Amino-N-((1S,2R)-1-benzyl-2-hydroxy-pent-4-enyl)-3,N-dimethyl-butyramide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 25 ℃; for 2h;
DOI:10.1021/jo9708396

Reference yield:

: 196102-85-9
(2S,3R)-2-{N-[N-(tert-butyloxycarbonyl)-L-valyl]-N-methylamino}-1-phenylhex-5-en-3-ol

: (3S,6S,7R,11R,12S)-12-Benzyl-7-heptyl-11-hydroxy-3-isopropyl-1,6-dimethyl-1,4,8-triaza-cyclododecane-2,5,9-trione

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / TFA / CH₂Cl₂ / 2 h / 25 °C

2: DIPEA, BOP / acetonitrile / 15 h / 25 °C

3: 87 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 0 °C

4: 92 percent / O₃, PPh₃ / CH₂Cl₂ / 1.) -78 deg C, 3 min, 2.) 25 deg C, 12 h

5: 100 percent / 2-methyl-2-butene, NaClO₂, NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 15 h / 25 °C

6: 1.) H₂, 2.) BOP-Cl, DIPEA / 1.) 10percent Pd/C / 1.) MeOH, 25 deg C, 3 h, 2.) toluene, 85 deg C, 15 h

7: 71 percent / TBAF / tetrahydrofuran / 1 h / 0 °C

With 2,6-dimethylpyridine; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; tetrabutyl ammonium fluoride; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo9708396