methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

Base Information

Chemical Name:methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate
CAS No.:76166-08-0
Molecular Formula:C₃₅H₅₅NO₉Si
Molecular Weight:661.909
Hs Code.:

Synonyms:methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

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Chemical Property of methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

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Technology Process of methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

There total 8 articles about methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate 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:

: 75824-59-8
(R)-8-((3aR,5S,6aR)-2,2-Dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-8-methoxy-oct-5-ynoic acid methyl ester

: 76166-08-0
methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / hydrogen / platinum oxide / ethyl acetate / 2068.6 Torr

2: 66 percent / water, acetic acid / 16 h / 60 °C

3: 90 percent / pyridine / 1.) O deg C, 1.5 h, 2.) room temperature, 0.5 h

4: hydrogen bromide / benzene / 0.5 h / 0 °C

5: 1.) n-butyllithium / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) 30 min, 2.) -78 deg C, 2 h

With pyridine; n-butyllithium; water; hydrogen bromide; hydrogen; acetic acid; platinum(IV) oxide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; ethyl acetate; benzene;

Reference yield:

: 818-72-4,37911-28-7
1-Octyn-3-ol

: 76166-08-0
methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / Ambient temperature

2: 1.) n-butyllithium / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) 30 min, 2.) -78 deg C, 2 h

With 1H-imidazole; n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; N,N-dimethyl-formamide;

Reference yield:

: 122-04-3
4-nitro-benzoyl chloride

: 76166-08-0
methyl 15-(tert-butyldimethyl)silyloxy-8(R)-methoxy-11(R)-p-nitrobenzoyloxy-9(S),12(R)-oxy-eicosa-13-ynoate

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / pyridine / 1.) O deg C, 1.5 h, 2.) room temperature, 0.5 h

2: hydrogen bromide / benzene / 0.5 h / 0 °C

3: 1.) n-butyllithium / tetrahydrofuran; hexane; hexamethylphosphoric acid triamide / 1.) 30 min, 2.) -78 deg C, 2 h

With pyridine; n-butyllithium; hydrogen bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; benzene;