5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

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Chemical Name:5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan
CAS No.:326494-34-2
Molecular Formula:C₅₀H₇₂O₅Si₄
Molecular Weight:865.461
Hs Code.:

5-benzyloxymethyl-3,4-bis-(<i>tert</i>-butyl-dimethyl-silanyloxy)-2-[3-(<i>tert</i>-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

Synonyms:5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

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Chemical Property of 5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

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Technology Process of 5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

There total 2 articles about 5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan 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: 80.0%

: 1-(tert-butyl-diphenyl-silanyl)-5-trimethylsilanyl-penta-1,4-diyn-3-ol

: (3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-ol

: 326494-34-2
5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

Guidance literature:: With 4 A molecular sieve; Montmorillonite K 10; In dichloromethane; at 20 ℃;
DOI:10.1002/1521-3773(20001215)39:24<4502::AID-ANIE4502>3.0.CO;2-K

Reference yield:

: (3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-dihydro-furan-2-one

: 326494-34-2
5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / diethyl ether / -78 °C

2: 80 percent / montmorillonite K 10; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

With 4 A molecular sieve; Montmorillonite K 10; In diethyl ether; dichloromethane;
DOI:10.1002/1521-3773(20001215)39:24<4502::AID-ANIE4502>3.0.CO;2-K

Reference yield:

: 326494-34-2
5-benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-[3-(tert-butyl-diphenyl-silanyl)-1-trimethylsilanylethynyl-prop-2-ynyloxy]-2-ethynyl-tetrahydro-furan

: (2S,3S)-3-[(2R,3R,4S,5S)-5-Benzoyloxymethyl-2-tert-butoxycarbonyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-tetrahydro-furan-2-yl]-3-formyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 15 steps

1.1: BuLi; molecular sieves 4 Angstroem / tetrahydrofuran / -78 °C

2.1: 83 percent / Red-Al / diethyl ether / -15 °C

3.1: O₃ / methanol / -78 °C

3.2: Me₂S / methanol

4.1: toluene / -78 °C

5.1: 87 percent / p-TsOH / benzene / 20 °C

6.1: O₃ / methanol / -78 °C

6.2: Me₂S / methanol

7.1: aq. NaClO₂; NaH₂PO₄; Me₂C=CHMe / 2-methyl-propan-2-ol / 20 °C

8.1: CH₂Cl₂ / 20 °C

9.1: 88 percent / H₂ / Pd/C / methanol / 20 °C

10.1: O₃ / methanol / -78 °C

10.2: Me₂S / methanol

11.1: aq. NaClO₂; NaH₂PO₄; Me₂C=CHMe / 2-methyl-propan-2-ol / 20 °C

12.1: CH₂Cl₂ / 20 °C

13.1: 94 percent / TBAF / tetrahydrofuran / 0 °C

14.1: 93 percent / H₂ / Lindlar catalyst / methanol / 20 °C

15.1: O₃ / methanol / -78 °C

15.2: Me₂S / methanol

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; palladium on activated charcoal; Lindlar's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; tert-butyl alcohol; benzene; 1.1: acetal <1,2> Wittig rearrangement;
DOI:10.1002/1521-3773(20001215)39:24<4502::AID-ANIE4502>3.0.CO;2-K