(6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

Base Information

Chemical Name:(6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid
CAS No.:913256-71-0
Molecular Formula:C₂₇H₃₉NO₅Si
Molecular Weight:485.696
Hs Code.:

Synonyms:(6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

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Chemical Property of (6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

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Technology Process of (6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

There total 14 articles about (6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic 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: 92.0%

: 445483-92-1
(4S)-3-[(2S,4R)-2-tert-butoxycarbonylamino-5-tert-butyldiphenylsilyloxy-4-methylpentanoyl]-4-phenyloxazolidin-2-one

: 913256-71-0
(6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 24 ℃; for 20h;
DOI:10.1002/ejoc.200600154

Reference yield: 81.0%

: 1345116-48-4
tert-butyl (2S,4R)-5-(tert-butyldiphenylsilyloxy)-1-hydroxy-4-methylpentan-2-ylcarbamate

: 913256-71-0
(6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

Guidance literature:: With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tetasy.2011.08.026

Reference yield:

: 95514-03-7
(S)-3-(tert-butyl-diphenyl-silanyloxy)-2-methyl-propionic acid methyl ester

: 913256-71-0
(6R,8S)-2,2,6,12,12-pentamethyl-10-oxo-3,3-diphenyl-4,11-dioxa-9-aza-3-silatridecane-8-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 93 percent / DIBAL-H / toluene; diethyl ether / 1.25 h / -80 °C

2.1: 70 percent / (i-Pr)2NEt; LiCl / acetonitrile / 24 h / 20 °C

3.1: 100 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C

4.1: KHMDS / tetrahydrofuran; toluene / 0.67 h / -80 °C

4.2: trisyl azide / tetrahydrofuran; toluene / 0.07 h / -80 °C

4.3: 68 percent / acetic acid / tetrahydrofuran; toluene / -80 - 20 °C

5.1: 99 percent / H₂ / Pd/C / ethyl acetate / 15 h / 20 °C

6.1: 92 percent / LiOH; aq. H₂O₂ / tetrahydrofuran; H₂O / 20 h / 24 °C

With lithium hydroxide; hydrogen; dihydrogen peroxide; potassium hexamethylsilazane; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; water; ethyl acetate; toluene; acetonitrile;
DOI:10.1002/ejoc.200600154