(R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester

Base Information

• Chemical Name: (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester
• CAS No.: 127766-28-3
• Molecular Formula: C₅₅H₉₂O₉Si
• Molecular Weight: 925.416

Synonyms:

Chemical Property of (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester

Chemical Property:

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Safty Information:

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Technology Process of (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester

There total 3 articles about (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl 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:

3,4-dihydro-2H-pyran (110-87-2) → (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester (127766-28-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) LDA, 2.) LDA / 1.) THF, t-butyl acetate, 2.) THF

With lithium diisopropyl amide;

DOI:10.1016/S0040-4039(01)89013-4

Reference yield:

tetradecylmagnesium bromide (88303-25-7) → (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester (127766-28-3)

Guidance literature:

Multi-step reaction with 2 steps

2: 1.) LDA, 2.) LDA / 1.) THF, t-butyl acetate, 2.) THF

With lithium diisopropyl amide;

DOI:10.1016/S0040-4039(01)89013-4

Reference yield:

acetic acid tert-butyl ester (540-88-5) + (R)-3-(Tetrahydro-pyran-2-yloxy)-octadecanal (127766-26-1) + (S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-pentanal (127723-81-3) → (R)-2-[(S)-5-(tert-Butyl-diphenyl-silanyloxy)-1-hydroxy-3-(tetrahydro-pyran-2-yloxy)-pentyl]-3-hydroxy-5-(tetrahydro-pyran-2-yloxy)-icosanoic acid tert-butyl ester (127766-28-3)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, t-butyl acetate, 2.) THF;

DOI:10.1016/S0040-4039(01)89013-4

upstream raw materials:

acetic acid tert-butyl ester

(R)-3-(Tetrahydro-pyran-2-yloxy)-octadecanal

(S)-5-(tert-Butyl-diphenyl-silanyloxy)-3-(tetrahydro-pyran-2-yloxy)-pentanal

3,4-dihydro-2H-pyran

Downstream raw materials:

tert-Butyl-{2-[(4S,6S)-6-((4R,6R)-2,2-dimethyl-6-pentadecyl-[1,3]dioxan-4-ylmethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-ethoxy}-diphenyl-silane

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