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

Base Information

Chemical Name:(2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester
CAS No.:326494-33-1
Molecular Formula:C₄₃H₇₀O₈Si₃
Molecular Weight:799.28
Hs Code.:

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

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

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Chemical Property of (2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

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Technology Process of (2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

There total 12 articles about (2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl 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:

: 931-94-2
1,1-dimethoxycyclopentane

: 326494-33-1
(2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / p-TsOH / benzene / 20 °C

2.1: O₃ / methanol / -78 °C

2.2: Me₂S / methanol

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

4.1: CH₂Cl₂ / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; toluene-4-sulfonic acid; ozone; In methanol; dichloromethane; tert-butyl alcohol; benzene;
DOI:10.1002/1521-3773(20001215)39:24<4502::AID-ANIE4502>3.0.CO;2-K

Reference yield:

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

: 326494-33-1
(2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 80 percent / montmorillonite K 10; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

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

3.1: 83 percent / Red-Al / diethyl ether / -15 °C

4.1: O₃ / methanol / -78 °C

4.2: Me₂S / methanol

5.1: toluene / -78 °C

6.1: 87 percent / p-TsOH / benzene / 20 °C

7.1: O₃ / methanol / -78 °C

7.2: Me₂S / methanol

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

9.1: CH₂Cl₂ / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; 4 A molecular sieve; Montmorillonite K 10; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; tert-butyl alcohol; benzene; 2.1: acetal <1,2> Wittig rearrangement;
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

: 326494-33-1
(2S,3S)-3-[(2R,3R,4S,5S)-5-Benzyloxymethyl-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-2-ethynyl-tetrahydro-furan-2-yl]-3-trimethylsilanylethynyl-1,4-dioxa-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 75 percent / diethyl ether / -78 °C

2.1: 80 percent / montmorillonite K 10; molecular sieves 4 Angstroem / CH₂Cl₂ / 20 °C

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

4.1: 83 percent / Red-Al / diethyl ether / -15 °C

5.1: O₃ / methanol / -78 °C

5.2: Me₂S / methanol

6.1: toluene / -78 °C

7.1: 87 percent / p-TsOH / benzene / 20 °C

8.1: O₃ / methanol / -78 °C

8.2: Me₂S / methanol

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

10.1: CH₂Cl₂ / 20 °C

With sodium chlorite; sodium dihydrogenphosphate; n-butyllithium; 2-methyl-but-2-ene; 4 A molecular sieve; Montmorillonite K 10; toluene-4-sulfonic acid; ozone; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; toluene; tert-butyl alcohol; benzene; 3.1: acetal <1,2> Wittig rearrangement;
DOI:10.1002/1521-3773(20001215)39:24<4502::AID-ANIE4502>3.0.CO;2-K