(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

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Chemical Name:(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol
CAS No.:391208-74-5
Molecular Formula:C₅₁H₇₄N₂O₆Si₂
Molecular Weight:867.329
Hs Code.:

(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

Synonyms:(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

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Chemical Property of (1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

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Technology Process of (1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

There total 20 articles about (1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol 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: 96.0%

: 391208-72-3
(4R),(6R)-6-(2-chloromethyloxazol-4-yl)-6-hydroxy-4-tert-butyldiphenylsilanyloxyhex-1-ene

: 391208-65-4
(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[(1E)-1-methyl-2-(2-methyloxazol-4-yl)vinyl]-4-triisopropylsilanyloxytetrahydropyran-2-ylethanol

: 391208-74-5
(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

Guidance literature:: (4R),(6R)-6-(2-chloromethyloxazol-4-yl)-6-hydroxy-4-tert-butyldiphenylsilanyloxyhex-1-ene; With tributylphosphine; In dimethyl sulfoxide; at 0 - 20 ℃; for 3h; Inert atmosphere;

(2R,3S,4S,5S,6R)-3,5-dimethyl-6-[(1E)-1-methyl-2-(2-methyloxazol-4-yl)vinyl]-4-triisopropylsilanyloxytetrahydropyran-2-ylethanol; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 0 ℃; for 0.5h;
DOI:10.1039/c2ob25766a

Reference yield:

: 391208-66-5
(2R,3S,4R,5S,6R)-3,5-dimethyl-6-[(1E)-1-methyl-2-(2-methyloxazol-5-yl)vinyl]-4-triisopropylsilanyloxytetrahydropyran-2-ylacetaldehyde

: (1R,3R)-3-(tert-Butyl-diphenyl-silanyloxy)-1-[2-(tributyl-λ⁵-phosphanylidenemethyl)-oxazol-4-yl]-hex-5-en-1-ol

: 391208-74-5
(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1021/ol010193a

Reference yield:

: 208465-72-9
methyl 2-(chloromethyl)-1,3-oxazole-4-carboxylate

: 391208-74-5
(1R,3R)-3-(tert-butyldiphenylsilanyloxy)-1-(2-((E)-3-((2R,3S,4S,5S,6R)-3,5-dimethyl-6-((E)-2-(2-methyloxazol-4-yl)prop-1-en-2-yl)-4-(triisopropylsilanyloxy)tetrahydro-2H-pyran-2-yl)prop-1-enyl)oxazol-4-yl)hex-5-en-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / DIBALH / CH₂Cl₂ / 3 h / -78 °C

2.1: (+)-(Ipc)2BOMe / diethyl ether / 0 - 20 °C

2.2: 84 percent / diethyl ether / 1 h / -100 °C

3.1: 99 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

4.1: 70 percent / OsO₄; NaIO₄; H₂O / tetrahydrofuran; 2-methyl-propan-2-ol / 3 h

5.1: (+)-(Ipc)2BOMe / diethyl ether / 1 h / 0 °C

5.2: 66 percent / diethyl ether / 1 h / -100 °C

6.1: 89 percent / 2,6-lutidine / CH₂Cl₂ / 6 h / 20 °C

7.1: 95 percent / HCl; H₂O / tetrahydrofuran / 10 h / 20 °C

8.1: dimethylformamide / 3 h / 20 °C

9.1: 151.9 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / dimethylformamide / 0.5 h / 0 °C

With 2,6-dimethylpyridine; hydrogenchloride; sodium periodate; osmium(VIII) oxide; water; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; (+)-B-methoxydiisocamphenylborane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/ol010193a