(R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Base Information

Chemical Name:(R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester
CAS No.:213964-90-0
Molecular Formula:C₄₄H₆₉NO₉SSi
Molecular Weight:816.185
Hs Code.:

(R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Chemical Property of (R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

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Technology Process of (R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

There total 24 articles about (R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl 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:

: 213964-79-5
3-((6S,7R)-7-(2-((tert-butyldimethylsilyl)oxy)ethyl)-6,7-dimethyl-1,4-dioxaspiro[4.5]decan-6-yl)propanal

: 213964-80-8
(R)-5-((S)-3-Benzenesulfonyl-2-methyl-propyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 213964-90-0
(R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1016/S0040-4039(98)01284-2

Reference yield:

: 53558-93-3
(R)-tetrahydro-5-oxo-2-furancarboxylic acid

: 213964-90-0
(R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: BH₃*SMe₂ / tetrahydrofuran

2: imidazole / dimethylformamide

3: LDA / tetrahydrofuran / -78 °C

4: TBAF / tetrahydrofuran / 1 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

6: NaN₃ / dimethylformamide / 2 h / 90 °C

7: H₂ / Pd/C / tetrahydrofuran / 2 h / Ambient temperature

8: Et₃N / tetrahydrofuran

9: 94 percent / NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 60 °C

10: 74 percent / n-Bu₃P / pyridine / 1 h / Ambient temperature

11: p-TsOH / acetone / 1 h / Ambient temperature

12: MCPBA, NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

13: t-BuLi / tetrahydrofuran / 0.5 h / -78 °C

With 1H-imidazole; sodium tetrahydroborate; sodium azide; tributylphosphine; dimethylsulfide borane complex; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(98)01284-2

Reference yield:

: 52813-63-5
(5R)-2,3,4,5-tetrahydro-5-hydroxymethyl-2-furanone

: 213964-90-0
(R)-5-((S)-3-Benzenesulfonyl-6-{(6S,7R)-7-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-6,7-dimethyl-1,4-dioxa-spiro[4.5]dec-6-yl}-4-hydroxy-2-methyl-hexyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 steps

1: imidazole / dimethylformamide

2: LDA / tetrahydrofuran / -78 °C

3: TBAF / tetrahydrofuran / 1 h / Ambient temperature

4: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

5: NaN₃ / dimethylformamide / 2 h / 90 °C

6: H₂ / Pd/C / tetrahydrofuran / 2 h / Ambient temperature

7: Et₃N / tetrahydrofuran

8: 94 percent / NaBH₄ / methanol; tetrahydrofuran / 0.25 h / 60 °C

9: 74 percent / n-Bu₃P / pyridine / 1 h / Ambient temperature

10: p-TsOH / acetone / 1 h / Ambient temperature

11: MCPBA, NaHCO₃ / CH₂Cl₂ / 1 h / 0 °C

12: t-BuLi / tetrahydrofuran / 0.5 h / -78 °C

With 1H-imidazole; sodium tetrahydroborate; sodium azide; tributylphosphine; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(98)01284-2