4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

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Chemical Name:4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol
CAS No.:797035-81-5
Molecular Formula:C₆₁H₉₁NO₁₀Si₂
Molecular Weight:1054.57
Hs Code.:

4-[6-(4-{2-[6-[2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

Synonyms:4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

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Chemical Property of 4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

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Technology Process of 4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

There total 17 articles about 4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-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: 81.0%

: 67-56-1
methanol

: 797035-80-4
C₆₆H₁₀₃NO₁₀Si₃

: 797035-81-5
4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

Guidance literature:: With pyridinium p-toluenesulfonate; at 30 ℃;
DOI:10.1021/ol048275x

Reference yield:

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

: 797035-81-5
4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 11 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

10.1: LiNEt₂ / tetrahydrofuran; hexane / 0.17 h / -78 °C

10.2: 61 percent / tetrahydrofuran; hexane / 0.67 h / -78 °C

11.1: 81 percent / PPTS / 12 h / 30 °C

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

Reference yield:

: 641613-75-4
(E)-(3R,5R,6R)-9-Acetoxy-3-methoxy-5,6-bis-(4-methoxy-benzyloxy)-8-methyl-non-7-enoic acid ethyl ester

: 797035-81-5
4-[6-(4-{2-[6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-2-ylmethyl)-4,6-dimethoxy-tetrahydro-pyran-2-yl]-2-methyl-4-triisopropylsilanyloxy-but-2-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1.1: 97 percent / K₂CO₃ / ethanol / 2 h / 20 °C

2.1: 85 percent / CF₃COOH / CH₂Cl₂ / 1 h / 0 °C

3.1: 75 percent / Et₃N; DMAP / CH₂Cl₂ / 3 h / 20 °C

4.1: 78 percent / AgNO₃; pyridine / 24 h / 20 °C

5.1: LiNEt₂ / tetrahydrofuran; hexane / 0.17 h / -78 °C

5.2: 61 percent / tetrahydrofuran; hexane / 0.67 h / -78 °C

6.1: 81 percent / PPTS / 12 h / 30 °C

With pyridine; dmap; lithium diethylamide; pyridinium p-toluenesulfonate; potassium carbonate; silver nitrate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1002/chem.200500892