(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

Base Information

Chemical Name:(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one
CAS No.:207737-55-1
Molecular Formula:C₃₃H₄₅NO₆S
Molecular Weight:583.789
Hs Code.:

(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

Synonyms:(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

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Chemical Property of (S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

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Technology Process of (S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

There total 10 articles about (S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one 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: 86.0%

: 207737-06-2
toluene-4-thiosulfonic acid S-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenyl) ester

: 207737-54-0
(S)-6-[2-(4-(tert-butoxycarbonylamino)phenyl)ethyl]-4-hydroxy-6-isopropyl-5,6-dihydropyran-2-one

: 207737-55-1
(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

: 563-80-4
3-methyl-butan-2-one

: 207737-55-1
(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 40 percent / 1 percent NaOH / tetrahydrofuran / 6 h / Heating

2.1: H₂ / 5 percent Pd/BaSO₄ / tetrahydrofuran / 0.57 h / 20 °C / 2637.45 Torr

3.1: 95 percent / tetrahydrofuran / 96 h / 20 - 55 °C

4.1: 208 g / i-Pr₂NH; n-BuLi / tetrahydrofuran / 3 h / -78 - -40 °C

5.1: 84 g / H₂ / 20 percent Pd/C / tetrahydrofuran / 7 h / 20 °C / 2637.45 Torr

6.1: (S)-α-methylbenzylamine / ethyl acetate / Heating

6.2: 1N HCl

7.1: CDI / tetrahydrofuran / 2 h / 20 °C

7.2: tetrahydrofuran / 20 °C

8.1: 13.4 g / 0.1N NaOH / tetrahydrofuran / 20 °C

9.1: 86 percent / K₂CO₃ / dimethylformamide / 20 °C

With sodium hydroxide; n-butyllithium; (S)-1-phenyl-ethylamine; hydrogen; potassium carbonate; diisopropylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; Pd-BaSO₄; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Hydrogenation / 3.1: Acylation / 4.1: Condensation / 5.1: Hydrogenolysis / 6.1: salt formation; chiral resolution / 6.2: chiral resolution / 7.1: Substitution / 7.2: Substitution / 8.1: Cyclization / 9.1: Substitution;
DOI:10.1016/S0968-0896(99)00215-1

Reference yield:

: 555-16-8
4-nitrobenzaldehdye

: 207737-55-1
(S)-6-[2-(4-tert-butoxycarbonylaminophenyl)ethyl]-3-(2-tert-butyl-4-hydroxymethyl-5-methyl-phenylsulfanyl)-4-hydroxy-6-isopropyl-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 9 steps

1.1: 40 percent / 1 percent NaOH / tetrahydrofuran / 6 h / Heating

2.1: H₂ / 5 percent Pd/BaSO₄ / tetrahydrofuran / 0.57 h / 20 °C / 2637.45 Torr

3.1: 95 percent / tetrahydrofuran / 96 h / 20 - 55 °C

4.1: 208 g / i-Pr₂NH; n-BuLi / tetrahydrofuran / 3 h / -78 - -40 °C

5.1: 84 g / H₂ / 20 percent Pd/C / tetrahydrofuran / 7 h / 20 °C / 2637.45 Torr

6.1: (S)-α-methylbenzylamine / ethyl acetate / Heating

6.2: 1N HCl

7.1: CDI / tetrahydrofuran / 2 h / 20 °C

7.2: tetrahydrofuran / 20 °C

8.1: 13.4 g / 0.1N NaOH / tetrahydrofuran / 20 °C

9.1: 86 percent / K₂CO₃ / dimethylformamide / 20 °C

With sodium hydroxide; n-butyllithium; (S)-1-phenyl-ethylamine; hydrogen; potassium carbonate; diisopropylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; Pd-BaSO₄; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Hydrogenation / 3.1: Acylation / 4.1: Condensation / 5.1: Hydrogenolysis / 6.1: salt formation; chiral resolution / 6.2: chiral resolution / 7.1: Substitution / 7.2: Substitution / 8.1: Cyclization / 9.1: Substitution;
DOI:10.1016/S0968-0896(99)00215-1