(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

Base Information

Chemical Name:(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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
CAS No.:157733-50-1
Molecular Formula:C₃₅H₆₁NO₈Si
Molecular Weight:651.957
Hs Code.:

(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

Synonyms:(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

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Chemical Property of (2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

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Technology Process of (2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

There total 17 articles about (2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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 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: 95.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 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

: 157733-50-1
(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

Reference yield:

: 139540-35-5
(2S,4'S,5'R)-methyl N-<3-(2',2'-dimethyl-5'-vinyl-<1',3'>dioxolan-4'-yl)-2-methoxymethoxy-propyl>-carbamate

: 157733-50-1
(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

Guidance literature:: Multi-step reaction with 5 steps

2: KOH / methanol; H₂O / 100 °C

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

5: 95 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

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

Reference yield:

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

: 157733-50-1
(2S,2'S,4''S,5''R,3'''E)-2-<(tert-butyldimethylsilyl)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

Guidance literature:: Multi-step reaction with 5 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

5: 95 percent / imidazole / dimethylformamide / 12 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;