[(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane
CAS No.:440351-35-9
Molecular Formula:C₂₇H₄₆O₅Si
Molecular Weight:478.745
Hs Code.:

Synonyms:[(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

There total 12 articles about [(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane 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: 50.0%

: 440351-33-7
[(S)-5-Benzyloxy-2-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

: 440351-35-9
[(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: [(S)-5-Benzyloxy-2-((3aR,5S,6aR)-2,2-dimethyl-6-methylene-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane; With dimethylsulfide borane complex; dihydrogen peroxide; sodium acetate; In tetrahydrofuran;

With carbon disulfide; sodium hydride; methyl iodide; In tetrahydrofuran; at 0 - 20 ℃;

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 3h; Heating;
DOI:10.1016/S0040-4039(02)00191-0

Reference yield:

: 57569-46-7
5-chloro-5-deoxy-1,2-O-isopropylidene-β-L-idofuranuronic acid-3,6-lactone

: 440351-35-9
[(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1.1: 90 percent / AIBN / benzene / Heating

2.1: 90 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 0 - 20 °C

3.1: 70 percent / PTSA / CH₂Cl₂ / 3 h

4.1: 75 percent / BH₃*DMS; NaOAc; H₂O₂

5.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

5.2: 75 percent / diethyl ether; tetrahydrofuran / 2 h / 20 °C

6.1: 80 percent / NaH / dimethylformamide / 20 °C

7.1: 85 percent / H₂SO₄ / methanol

8.1: 90 percent / imidazole / CH₂Cl₂ / 20 °C

9.1: triflic anhydride / pyridine; CH₂Cl₂ / 1.5 h / -15 °C

9.2: 75 percent / DBU / diethyl ether / 12 h / 20 °C

10.1: 75 percent / BH₃*DMS; NaOAc; H₂O₂

11.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

11.2: 80 percent / tetrahydrofuran / -15 - 20 °C

12.1: BH₃*DMS; NaOAc; H₂O₂ / tetrahydrofuran

12.2: NaH; CS₂; MeI / tetrahydrofuran / 0 - 20 °C

12.3: 50 percent / Bu₃SnH; AIBN / toluene / 3 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); trifluoromethylsulfonic anhydride; dimethylsulfide borane complex; sulfuric acid; dihydrogen peroxide; sodium acetate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; benzene; 12.3: Barton deoxygenation;
DOI:10.1016/S0040-4039(02)00191-0

Reference yield:

: 440351-12-2
5-C-allyl-5-deoxy-1,2-O-isopropylidene-β-L-idofuranurono-6,3-lactone

: 440351-35-9
[(S)-5-Benzyloxy-2-((3aR,5S,6R,6aR)-2,2,6-trimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-hexyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1.1: 90 percent / lithium aluminum hydride / tetrahydrofuran / 2 h / 0 - 20 °C

2.1: 70 percent / PTSA / CH₂Cl₂ / 3 h

3.1: 75 percent / BH₃*DMS; NaOAc; H₂O₂

4.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

4.2: 75 percent / diethyl ether; tetrahydrofuran / 2 h / 20 °C

5.1: 80 percent / NaH / dimethylformamide / 20 °C

6.1: 85 percent / H₂SO₄ / methanol

7.1: 90 percent / imidazole / CH₂Cl₂ / 20 °C

8.1: triflic anhydride / pyridine; CH₂Cl₂ / 1.5 h / -15 °C

8.2: 75 percent / DBU / diethyl ether / 12 h / 20 °C

9.1: 75 percent / BH₃*DMS; NaOAc; H₂O₂

10.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

10.2: 80 percent / tetrahydrofuran / -15 - 20 °C

11.1: BH₃*DMS; NaOAc; H₂O₂ / tetrahydrofuran

11.2: NaH; CS₂; MeI / tetrahydrofuran / 0 - 20 °C

11.3: 50 percent / Bu₃SnH; AIBN / toluene / 3 h / Heating

With 1H-imidazole; lithium aluminium tetrahydride; oxalyl dichloride; trifluoromethylsulfonic anhydride; dimethylsulfide borane complex; sulfuric acid; dihydrogen peroxide; sodium acetate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; pyridine; methanol; dichloromethane; N,N-dimethyl-formamide; 11.3: Barton deoxygenation;
DOI:10.1016/S0040-4039(02)00191-0