[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Base Information

Chemical Name:[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester
CAS No.:874211-75-3
Molecular Formula:C₄₈H₆₀O₉Si
Molecular Weight:809.085
Hs Code.:

[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Synonyms:[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Chemical Property of [(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

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Technology Process of [(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

There total 13 articles about [(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl 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: 88.0%

: 874211-74-2
[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid

: 874211-73-1
(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

: 874211-75-3
[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: [(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid; With 2,4,6-trichlorobenzoyl chloride; triethylamine; In tetrahydrofuran; at 20 ℃;

(2R,4aR,6S,7R,8aS)-6-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol; With dmap; In tetrahydrofuran; toluene; at 20 ℃;
DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

: 874211-91-3
2-[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-ethanol

: 874211-75-3
[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 100 percent / TEMPO; NaClO; KBr / NaHCO₃ / CH₂Cl₂; H₂O / 0 °C

2.1: 100 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 0 °C

3.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

3.2: 88 percent / DMAP / toluene; tetrahydrofuran / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; 2,4,6-trichlorobenzoyl chloride; triethylamine; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetlet.2005.10.136

Reference yield:

: 51450-45-4
(2R,3S)-2-hydroxymethyltetrahydropyran-3-ol

: 874211-75-3
[(2R,3S)-3-(4-Methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetic acid (2R,4aR,6S,7R,8aS)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4a,6-dimethyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: PPTS / benzene / Heating

2.1: DIBAL-H / CH₂Cl₂ / 20 °C

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

4.1: NaHMDS / tetrahydrofuran / 0 °C

5.1: 9-BBN / tetrahydrofuran / 20 °C

5.2: H₂O₂; aq. NaOH / tetrahydrofuran / 0 °C

6.1: 100 percent / TEMPO; NaClO; KBr / NaHCO₃ / CH₂Cl₂; H₂O / 0 °C

7.1: 100 percent / NaClO₂; 2-methyl-2-butene; NaH₂PO₄ / 2-methyl-propan-2-ol; tetrahydrofuran; H₂O / 0 °C

8.1: 2,4,6-trichlorobenzoyl chloride; Et₃N / tetrahydrofuran / 20 °C

8.2: 88 percent / DMAP / toluene; tetrahydrofuran / 20 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; 2-methyl-but-2-ene; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; potassium bromide; sodium hydrogencarbonate; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol; benzene; 3.1: Swern oxidation / 4.1: Wittig olefination;
DOI:10.1016/j.tetlet.2005.10.136