(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

Base Information

Chemical Name:(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide
CAS No.:157733-49-8
Molecular Formula:C₂₉H₄₇NO₈
Molecular Weight:537.694
Hs Code.:

(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

Synonyms:(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

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Chemical Property of (S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

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Technology Process of (S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

There total 14 articles about (S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide 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: 98.0%

: 157733-44-3
(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldiphenylsilyl)oxy>-pentanoic acid <3'-<2'',2''-dimethyl-5''-<5'''-(4-methoxy-benzyloxy)-3'''-methyl-pent-3'''-enyl>-<1'',3''>dioxolan-4''-yl>-2'-methoxymethoxy-propyl>-amide

: 157733-49-8
(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield:

: 157733-17-0
(2S,5S)-2-tert-butyl-5-propyl-<1,3>dioxolan-4-one

: 157733-49-8
(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1: 65 percent / conc. HCl / tetrahydrofuran / 24 h / Ambient temperature

2: 0.34 g / diethyl ether / 0.17 h / Ambient temperature

3: 93 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

4: 95 percent / 1M KOH/EtOH / 24 h / Ambient temperature

5: 1.) EtiPr₂N, bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride, 2.) EtiPr₂N / 1.) CH₂Cl₂, 0 deg, 5 min; r.t., 1.5 h, 2.) CH₂Cl₂, -18 deg C, 1 h; from -18 deg C to r.t., 5 h; r.t., 12 h

6: 98 percent / Bu₄NF*3H₂O / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; potassium hydroxide; ethanol; tetrabutyl ammonium fluoride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

Reference yield:

: 95912-79-1
(2S)-2-Hydroxypentanoic acid methyl ester

: 157733-49-8
(S)-2-Hydroxy-pentanoic acid ((S)-3-{(4S,5R)-5-[(E)-5-(4-methoxy-benzyloxy)-3-methyl-pent-3-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-methoxymethoxy-propyl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / imidazole / dimethylformamide / 15 h / Ambient temperature

2: 95 percent / 1M KOH/EtOH / 24 h / Ambient temperature

3: 1.) EtiPr₂N, bis(2-oxo-3-oxazolidinyl)phosphinic acid chloride, 2.) EtiPr₂N / 1.) CH₂Cl₂, 0 deg, 5 min; r.t., 1.5 h, 2.) CH₂Cl₂, -18 deg C, 1 h; from -18 deg C to r.t., 5 h; r.t., 12 h

4: 98 percent / Bu₄NF*3H₂O / tetrahydrofuran / 3 h / Ambient temperature

With 1H-imidazole; potassium hydroxide; ethanol; tetrabutyl ammonium fluoride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;