4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

Base Information

Chemical Name:4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole
CAS No.:797035-69-9
Molecular Formula:C₄₀H₅₁NO₅Si
Molecular Weight:653.934
Hs Code.:

4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

Synonyms:4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

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Chemical Property of 4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

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Technology Process of 4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

There total 17 articles about 4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole 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: 78.0%

: 552849-98-6
dimethyl ((2-methyloxazol-4-yl)methyl)phosphonate

: 797035-79-1
1-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanone

: 797035-69-9
4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

Guidance literature:: dimethyl ((2-methyloxazol-4-yl)methyl)phosphonate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;

1-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanone; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1002/chem.200500892

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 797035-69-9
4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

Guidance literature:: Multi-step reaction with 9 steps

1.1: 79.3 percent / BF₃*Et₂O / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 81 percent / dimethylsulfoxide / 12 h / 75 °C

3.1: DIBAL / toluene; CH₂Cl₂ / 1 h / -78 °C

4.1: 181 mg / NaBH₄ / methanol / 0.5 h / 0 °C

5.1: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

6.1: HIO₄ / ethyl acetate / 6 h / 0 °C

7.1: tetrahydrofuran; diethyl ether / 1 h / -78 °C

8.1: 49 mg / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

9.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

9.2: 78 percent / tetrahydrofuran / -78 - 20 °C

With dmap; sodium tetrahydroborate; boron trifluoride diethyl etherate; diisobutylaluminium hydride; Dess-Martin periodane; periodic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; toluene; 8.1: Dess-Martin oxidation;
DOI:10.1002/chem.200500892

Reference yield:

: 797035-75-7
[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetonitrile

: 797035-69-9
4-{(E)-2-[(2R,3R,4S,5S,6R)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-2-methyl-oxazole

Guidance literature:: Multi-step reaction with 7 steps

1.1: DIBAL / toluene; CH₂Cl₂ / 1 h / -78 °C

2.1: 181 mg / NaBH₄ / methanol / 0.5 h / 0 °C

3.1: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

4.1: HIO₄ / ethyl acetate / 6 h / 0 °C

5.1: tetrahydrofuran; diethyl ether / 1 h / -78 °C

6.1: 49 mg / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

7.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

7.2: 78 percent / tetrahydrofuran / -78 - 20 °C

With dmap; sodium tetrahydroborate; diisobutylaluminium hydride; Dess-Martin periodane; periodic acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; toluene; 6.1: Dess-Martin oxidation;
DOI:10.1002/chem.200500892