2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

Base Information

Chemical Name:2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester
CAS No.:153788-94-4
Molecular Formula:C₄₃H₇₄O₆SSi₂
Molecular Weight:775.294
Hs Code.:

2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

Synonyms:2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

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Chemical Property of 2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

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Technology Process of 2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

There total 15 articles about 2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl 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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 153788-94-4
2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / Et₃N

2: 1.) O₃, DMS, 2.) KHMDS / 1.) 18-crown-6, 2.) 18-crown-6

3: 92 percent / LiAlH₄

4: 96 percent / oyridine

5: 1.) HF*pyridine, 2.) Swern reagent, KOtBu, 3.) I₂, morpholine

6: NiCl₂, CrCl₂ / 1.) THF

7: 1.) Swern reagent, 2.) catecholborane, B-butyloxazaborolidine

With morpholine; pyridine; chromium dichloride; lithium aluminium tetrahydride; swern reagent; 2,3-dimercapto-succinic acid; B-butyloxazaborolidine; potassium tert-butylate; iodine; potassium hexamethylsilazane; pyridine hydrogenfluoride; ozone; triethylamine; nickel dichloride; benzo[1,3,2]dioxaborole;

Reference yield:

: 153788-92-2
[(2R,4R,5R,6S)-6-((R)-2-Hydroxy-1-methyl-ethyl)-5-methyl-2-phenyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

: 153788-94-4
2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Dess-Martin reagent, Amberlyst, 2.) CSA

2: 99 percent / lutidine

3: 1.) LiOH, HNMe(OMe), DCC, HOBT, 2.) ZnI₂, Bu₄NI, 3.) LiAlH₄

4: NiCl₂, CrCl₂ / 1.) THF

5: 1.) Swern reagent, 2.) catecholborane, B-butyloxazaborolidine

With chromium dichloride; lithium hydroxide; lithium aluminium tetrahydride; swern reagent; Amberlyst; B-butyloxazaborolidine; lutidine; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; zinc(II) iodide; nickel dichloride; N,0-dimethylhydroxylamine; benzo[1,3,2]dioxaborole;

Reference yield:

: 184488-71-9
[(2R,3R,4R,5S,6S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetic acid methyl ester

: 153788-94-4
2,2-Dimethyl-propionic acid (Z)-(4R,5S,6R,9R)-5-(tert-butyl-dimethyl-silanyloxy)-10-[(2R,3R,4R,5S,6S)-4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethyl-6-phenylsulfanyl-tetrahydro-pyran-2-yl]-9-hydroxy-2,4,6-trimethyl-dec-2-en-7-ynyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) LiOH, HNMe(OMe), DCC, HOBT, 2.) ZnI₂, Bu₄NI, 3.) LiAlH₄

2: NiCl₂, CrCl₂ / 1.) THF

3: 1.) Swern reagent, 2.) catecholborane, B-butyloxazaborolidine

With chromium dichloride; lithium hydroxide; lithium aluminium tetrahydride; swern reagent; B-butyloxazaborolidine; tetra-(n-butyl)ammonium iodide; benzotriazol-1-ol; dicyclohexyl-carbodiimide; zinc(II) iodide; nickel dichloride; N,0-dimethylhydroxylamine; benzo[1,3,2]dioxaborole;