(2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

Base Information

Chemical Name:(2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane
CAS No.:116511-96-7
Molecular Formula:C₅₃H₆₈O₆SSi₂
Molecular Weight:889.356
Hs Code.:

Synonyms:(2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

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Chemical Property of (2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

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Technology Process of (2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

There total 14 articles about (2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane 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: 100.0%

: 116511-95-6
(benzenesulfonyl)methyllithium

: 116511-94-5
(2R,3R,4R,6R,8S,10R)-4,10-Bis-(tert-butyl-diphenyl-silanyloxy)-8-iodomethyl-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

: 116511-96-7
(2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at 25 ℃;
DOI:10.1016/S0040-4039(00)96794-7

Reference yield:

: 113778-38-4,191917-35-8,191917-34-7
(3S^*,5S^*)-3,5-dihydroxy-6-methylheptanoic acid δ-lactone

: 116511-96-7
(2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 11 steps

1: imidazole, 4-dimethylaminopyridine / dimethylformamide / 25 °C

2: 76 percent / AcOH, TsOH / tetrahydrofuran / 0 °C

3: HF, pyridine / CH₂Cl₂ / -23 °C

4: H₂ / Rh/Al₂O₃ / ethanol / 25 °C

6: methanol

7: imidazole, 4-dimethylaminopyridine / dimethylformamide / 25 °C

8: 1.) LiN(iso-Pr)2 2.) HOAc / 1.) THF, -78 deg C 2.) -78 deg C

9: LiAlH₄ / diethyl ether / 25 °C

10: (PhO)3P⁽¹⁺⁾ MeI^(1-) / dimethylformamide / 25 °C

11: 100 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 25 °C

With pyridine; 1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; hydrogen fluoride; methyltriphenoxyphosphonium iodide; hydrogen; toluene-4-sulfonic acid; acetic acid; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)96794-7

Reference yield:

: 116511-90-1
(Z)-4-Hydroxy-1,1,1-trimethoxy-pent-3-en-2-one

: 116511-96-7
(2R,3R,4R,6S,8S,10R)-8-(2-Benzenesulfonyl-ethyl)-4,10-bis-(tert-butyl-diphenyl-silanyloxy)-2-isopropyl-3-methyl-1,7-dioxa-spiro[5.5]undecane

Guidance literature:: Multi-step reaction with 11 steps

1: lithium di-iso-propylamide / tetrahydrofuran / -78 deg C, 15 min then 0 deg C, 90 min

2: 76 percent / AcOH, TsOH / tetrahydrofuran / 0 °C

3: HF, pyridine / CH₂Cl₂ / -23 °C

4: H₂ / Rh/Al₂O₃ / ethanol / 25 °C

6: methanol

7: imidazole, 4-dimethylaminopyridine / dimethylformamide / 25 °C

8: 1.) LiN(iso-Pr)2 2.) HOAc / 1.) THF, -78 deg C 2.) -78 deg C

9: LiAlH₄ / diethyl ether / 25 °C

10: (PhO)3P⁽¹⁺⁾ MeI^(1-) / dimethylformamide / 25 °C

11: 100 percent / tetrahydrofuran; hexamethylphosphoric acid triamide / 25 °C

With pyridine; 1H-imidazole; methanol; dmap; lithium aluminium tetrahydride; hydrogen fluoride; methyltriphenoxyphosphonium iodide; hydrogen; toluene-4-sulfonic acid; acetic acid; lithium diisopropyl amide; Rh/Al₂O₃; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(00)96794-7