{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Name:{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester
CAS No.:183794-25-4
Molecular Formula:C₄₁H₄₉NO₅Si
Molecular Weight:663.929
Hs Code.:

Synonyms:{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

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Chemical Property of {(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

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Technology Process of {(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

There total 1 articles about {(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl 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: 89.0%

: 102774-86-7
9-fluorenylmethyl N-succinimidyl carbonate

: 183794-24-3
(S)-1-(4-Benzyloxy-benzyl)-2-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxy]-ethylamine

: 183794-25-4
{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With sodium carbonate; In tetrahydrofuran; for 23h;
DOI:10.1021/jo961114p

Reference yield: 92.0%

: 183794-25-4
{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

: 183794-26-5
[(S)-2-(4-Benzyloxy-phenyl)-1-((Z)-4-hydroxy-but-2-enyloxymethyl)-ethyl]-carbamic acid 9H-fluoren-9-ylmethyl ester

Guidance literature:: With hydrogen fluoride; In acetonitrile; for 0.333333h;
DOI:10.1021/jo961114p

Reference yield:

: 183794-25-4
{(S)-2-(4-Benzyloxy-phenyl)-1-[(Z)-4-(tert-butyl-dimethyl-silanyloxy)-but-2-enyloxymethyl]-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester

: 183794-49-2
(3S,6S,8R,12S,14S)-3-(3-Amino-propyl)-12-(4-hydroxy-benzyl)-6-(1H-indol-3-ylmethyl)-10-oxa-1,4,7-triaza-tricyclo[6.4.2.0^4,14]tetradecane-2,5-dione

Guidance literature:: Multi-step reaction with 17 steps

1: 92 percent / aq. HF / acetonitrile / 0.33 h

2: 100 percent / D-(-)-diisopropyl tartrate, titanium(IV) isopropoxide, t-BuOOH / CH₂Cl₂ / 37 h / -15 °C

3: 100 percent / DBU / CH₂Cl₂ / 1.5 h

4: 72 percent / dioxane / 9 h / Heating

5: 80 percent / triethylamine / CH₂Cl₂ / 1.17 h

6: 99 percent / collidine / CH₂Cl₂ / 1.25 h

7: 79 percent / triethylamine / acetonitrile / 10 h / Heating

8: 66 percent / PCl₅ / tetrahydrofuran / 1.75 h / 0 °C

9: 82 percent / Bu₄NF / tetrahydrofuran / 0.5 h

10: 94 percent / triethylamine / CH₂Cl₂ / 1.5 h / Ambient temperature

11: NaH / dimethylsulfoxide / 2 h

12: NaBH₄ / methanol

13: NaI / acetone / Heating

14: 1.) NaHCO₃ / 1.) H₂O, 2.) CH₃CN, room temp., 41 h

15: 100 percent / aq. LiOH / tetrahydrofuran / 3 h

16: 19 percent / diphenylphosphoryl azide, NaHCO₃ / dimethylformamide / 15 h / 0 °C

17: 55 percent / H₂, HOAc / Pd(OH)2/C / ethanol; H₂O; methanol / 1.67 h

With titanium(IV) isopropylate; 2,3,5-trimethyl-pyridine; tert.-butylhydroperoxide; lithium hydroxide; sodium tetrahydroborate; phosphorus pentachloride; diphenylphosphoranyl azide; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium hydrogencarbonate; D-(-)-diisopropyl tartrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium iodide; palladium dihydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo961114p