(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

Base Information

Chemical Name:(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide
CAS No.:218435-20-2
Molecular Formula:C₂₃H₄₁NO₆Si
Molecular Weight:455.667
Hs Code.:

Synonyms:(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

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Chemical Property of (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

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Technology Process of (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

There total 4 articles about (3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-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: 99.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 218435-19-9
(4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-[(R)-1-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-one

: 218435-20-2
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

Guidance literature:: With trimethylaluminum; In hexane; benzene; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

: 218435-14-4
(3R,5R,6R)-3,5-Dihydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methyl ester

: 218435-20-2
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 4 steps

1: aq. NaOH / tetrahydrofuran / 0.08 h / Ambient temperature

2: benzene / 15 h / Heating

3: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

4: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; trimethylaluminum; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4020(98)00889-8

Reference yield:

: 218435-13-3
(5R,6R)-5-Hydroxy-6-(4-methoxy-benzyloxy)-3-oxo-heptanoic acid methyl ester

: 218435-20-2
(3R,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-(4-methoxy-benzyloxy)-heptanoic acid methoxy-methyl-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 24 h / -40 °C

2: aq. NaOH / tetrahydrofuran / 0.08 h / Ambient temperature

3: benzene / 15 h / Heating

4: 74 percent / imidazole / dimethylformamide / 20 h / Ambient temperature

5: 99 percent / Me₃Al / hexane; benzene / 1 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; trimethylaluminum; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; hexane; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4020(98)00889-8