(S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid

Base Information

• Chemical Name: (S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid
• CAS No.: 82830-77-1
• Molecular Formula: C₂₇H₃₆O₅Si
• Molecular Weight: 468.665
• Mol file: 82830-77-1.mol

Synonyms:(S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid

Chemical Property of (S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid

There total 1 articles about (S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid 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: 75.0%

(3R,4R,5S,7S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,7-dimethyl-4-trimethylsilanyloxy-cycloheptene (82830-76-0) → (S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid (82830-77-1)

Guidance literature:

With potassium permanganate; sodium periodate; potassium carbonate; In water; tert-butyl alcohol; for 65h; Ambient temperature;

DOI:10.1016/S0040-4039(00)87206-8

Reference yield:

(S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid (82830-77-1) → (S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionaldehyde (82830-78-2)

Guidance literature:

With 1,1,3,3-tetramethyl-2-thiourea; palladium on barium sulfate; Yield given. Multistep reaction;

DOI:10.1016/S0040-4039(00)87206-8

Reference yield:

(S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionic acid (82830-77-1) → (3R,4R)-4-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-3-hydroxy-pentanethioic acid S-tert-butyl ester (82830-68-0,82864-11-7)

Guidance literature:

Multi-step reaction with 2 steps

1: (Me₂N)2CS / 5percent Pd-BaSO₄

With 1,1,3,3-tetramethyl-2-thiourea; palladium on barium sulfate;

DOI:10.1016/S0040-4039(00)87206-8

upstream raw materials:

(3R,4R,5S,7S)-5-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3,7-dimethyl-4-trimethylsilanyloxy-cycloheptene

Downstream raw materials:

(S)-2-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-propionaldehyde

(3R,4R)-4-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-3-hydroxy-pentanethioic acid S-tert-butyl ester

(3S,4R)-4-{(2R,3S,5S)-3-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-5-methyl-6-oxo-tetrahydro-pyran-2-yl}-3-hydroxy-pentanethioic acid S-tert-butyl ester