(R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

Base Information

Chemical Name:(R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester
CAS No.:253882-60-9
Molecular Formula:C₂₇H₄₅NO₆SSi
Molecular Weight:539.809
Hs Code.:

Synonyms:(R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

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Chemical Property of (R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

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Technology Process of (R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

There total 13 articles about (R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester 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: 90.0%

: 253882-55-2
(R)-7-Benzyloxy-4-[(R)-6-(tert-butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-heptanoic acid methyl ester

: 253882-60-9
(R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;
DOI:10.1016/S0040-4039(99)01815-8

Reference yield:

: 103-19-5
di(p-tolyl) disulfide

: 253882-60-9
(R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / Bu₃P / CH₂Cl₂ / 3 h

2: 91 percent / OsO₄; N-methylmorpholine N-oxide / tetrahydrofuran; H₂O; acetone / 8 h

3: CF₃COOH; Me₂S / CH₂Cl₂ / 3 h

4: pyridine / 0.5 h / 0 °C

5: NaBH₄; CaCl₂ / tetrahydrofuran; ethanol

6: imdazole / tetrahydrofuran / 3 h

7: 77 percent / BuLi / tetrahydrofuran / 0.75 h / -78 °C

8: 90 percent / Dess-Martin reagent / CH₂Cl₂

9: 88 percent / (Ph₃P)4Pd; dimedone / tetrahydrofuran / 2 h

10: 90 percent / H₂ / Pd-C / ethyl acetate; methanol

With pyridine; 1H-imidazole; sodium tetrahydroborate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; dimethylsulfide; tributylphosphine; hydrogen; Dess-Martin periodane; dimedone; 4-methylmorpholine N-oxide; trifluoroacetic acid; calcium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethyl acetate; acetone; 1: Substitution / 2: Oxidation / 3: Hydrolysis / 4: Acylation / 5: Reduction / 6: Etherification / 7: Addition / 8: Oxidation / 9: Cyclization / 10: Hydrogenolysis;
DOI:10.1016/S0040-4039(99)01815-8

Reference yield:

: 253882-43-8
(R)-2-Amino-5-(toluene-4-sulfonyl)-pentanoic acid methyl ester

: 253882-60-9
(R)-4-[(R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-3-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyridin-2-yl]-7-hydroxy-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 0.5 h / 0 °C

2: NaBH₄; CaCl₂ / tetrahydrofuran; ethanol

3: imdazole / tetrahydrofuran / 3 h

4: 77 percent / BuLi / tetrahydrofuran / 0.75 h / -78 °C

5: 90 percent / Dess-Martin reagent / CH₂Cl₂

6: 88 percent / (Ph₃P)4Pd; dimedone / tetrahydrofuran / 2 h

7: 90 percent / H₂ / Pd-C / ethyl acetate; methanol

With pyridine; 1H-imidazole; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; hydrogen; Dess-Martin periodane; dimedone; calcium chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; 1: Acylation / 2: Reduction / 3: Etherification / 4: Addition / 5: Oxidation / 6: Cyclization / 7: Hydrogenolysis;
DOI:10.1016/S0040-4039(99)01815-8