[(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

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Chemical Name:[(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester
CAS No.:477945-87-2
Molecular Formula:C₃₇H₅₁NO₄Si
Molecular Weight:601.902
Hs Code.:

Synonyms:[(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

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Chemical Property of [(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

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Technology Process of [(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

There total 14 articles about [(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic 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: 90.0%

: 477945-86-1
[(1S,2S)-4-[2-(8-Benzyloxy-octyl)-[1,3]dioxolan-2-yl]-2-(dimethyl-phenyl-silanyl)-1-methyl-butyl]-carbamic acid benzyl ester

: 477945-87-2
[(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

Guidance literature:: With toluene-4-sulfonic acid; In water; acetone; Heating;
DOI:10.1016/S0040-4039(02)01853-1

Reference yield:

: 196491-68-6
3-[dimethyl(phenyl)silyl]glutaric anhydride

: 477945-87-2
[(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 14 steps

1.1: DMAP / CH₂Cl₂ / 20 °C

2.1: (COCl)2 / dimethylformamide; CH₂Cl₂ / 20 °C

3.1: diethyl ether / 0 °C

4.1: 78 percent / PhCO₂Ag; Et₃N / tetrahydrofuran / 20 °C

5.1: 98 percent / H₂ / Pd-C / ethyl acetate / 20 °C

6.1: Et₃N / tetrahydrofuran / 0 °C

7.1: tetrahydrofuran / -78 °C

8.1: TMSO-Tf / CH₂Cl₂ / -20 °C

9.1: Ti(OEt)4 / Heating

10.1: Li-TMP / tetrahydrofuran / -78 °C

10.2: 74 percent / tetrahydrofuran / -78 - 0 °C

11.1: KOH / methanol; H₂O / Heating

12.1: (Im)2CO / CH₂Cl₂ / 20 °C

12.2: NH₃

13.1: 85 percent / Pb(OAc)4 / dimethylformamide / 100 °C

14.1: 90 percent / TsOH / acetone; H₂O / Heating

With lead(IV) acetate; dmap; titanium(IV) tetraethanolate; potassium hydroxide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 2,2,6,6-tetramethylpiperidinyl-lithium; hydrogen; silver benzoate; toluene-4-sulfonic acid; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; 4.1: Wolff rearrangement / 7.1: Grignard reaction / 13.1: modified Curtius reaction;
DOI:10.1016/S0040-4039(02)01853-1

Reference yield:

: 5-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-(dimethyl-phenyl-silanyl)-5-oxo-pentanoic acid

: 477945-87-2
[(1S,2S)-13-Benzyloxy-2-(dimethyl-phenyl-silanyl)-1-methyl-5-oxo-tridecyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 13 steps

1.1: (COCl)2 / dimethylformamide; CH₂Cl₂ / 20 °C

2.1: diethyl ether / 0 °C

3.1: 78 percent / PhCO₂Ag; Et₃N / tetrahydrofuran / 20 °C

4.1: 98 percent / H₂ / Pd-C / ethyl acetate / 20 °C

5.1: Et₃N / tetrahydrofuran / 0 °C

6.1: tetrahydrofuran / -78 °C

7.1: TMSO-Tf / CH₂Cl₂ / -20 °C

8.1: Ti(OEt)4 / Heating

9.1: Li-TMP / tetrahydrofuran / -78 °C

9.2: 74 percent / tetrahydrofuran / -78 - 0 °C

10.1: KOH / methanol; H₂O / Heating

11.1: (Im)2CO / CH₂Cl₂ / 20 °C

11.2: NH₃

12.1: 85 percent / Pb(OAc)4 / dimethylformamide / 100 °C

13.1: 90 percent / TsOH / acetone; H₂O / Heating

With lead(IV) acetate; titanium(IV) tetraethanolate; potassium hydroxide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 2,2,6,6-tetramethylpiperidinyl-lithium; hydrogen; silver benzoate; toluene-4-sulfonic acid; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone; 3.1: Wolff rearrangement / 6.1: Grignard reaction / 12.1: modified Curtius reaction;
DOI:10.1016/S0040-4039(02)01853-1