(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

Base Information

Chemical Name:(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one
CAS No.:73992-25-3
Molecular Formula:C₃₉H₆₆O₇Si
Molecular Weight:675.034
Hs Code.:

(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

Synonyms:(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

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Chemical Property of (S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

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Technology Process of (S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

There total 11 articles about (S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one 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:

: 18244-91-2
triethylsilyl perchlorate

: 73992-25-3
(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: C₅H₅N / acetonitrile / 25 °C

2: 1.) ozone, 2.) Me₂S, C₅H₅N / 1) CH₂Cl₂, -78 deg C

With pyridine; dimethylsulfide; ozone; In acetonitrile;
DOI:10.1021/ja00526a075

Reference yield:

: 73991-89-6
(2S,3S)-3-(2-Bromo-ethyl)-2-methyl-2-(3-methyl-but-3-enyl)-1,4-dioxa-spiro[4.4]nonane

: 73992-25-3
(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) Mg, 2.) CuI, Bu₃P / 2) THF, -78 deg C

2: 70 percent / tetrahydrofuran / -78 °C

3: NBS, p-TsOH / CH₂Cl₂ / 0 °C

4: Et₃N / CH₂Cl₂ / 0 °C

5: NaOAc, trifluoroethanol / 60 °C

6: 2.) p-TsOH / 1) THF, -78 deg C; 2) CH₃OH

7: Zn(Cu), NaI / dimethylformamide / 60 °C

8: C₅H₅N / acetonitrile / 25 °C

9: 1.) ozone, 2.) Me₂S, C₅H₅N / 1) CH₂Cl₂, -78 deg C

With pyridine; N-Bromosuccinimide; copper(l) iodide; zinc copper; dimethylsulfide; 2,2,2-trifluoroethanol; tributylphosphine; sodium acetate; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00526a075

Reference yield:

: 73991-90-9
(2R,3S,5R)-5-((2S,3S,5R)-3,5-Dimethyl-6-oxo-tetrahydro-pyran-2-yl)-3-methyl-tetrahydro-furan-2-carbothioic acid S-pyridin-2-yl ester

: 73992-25-3
(S)-5-[(2S,5R,2'R,3'S,5'R)-5'-((2S,3S,5R,6R)-6-Benzyloxymethyl-6-methoxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-2-ethyl-3'-methyl-octahydro-[2,2']bifuranyl-5-yl]-5-triethylsilanyloxy-hexan-2-one

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) Mg, 2.) CuI, Bu₃P / 2) THF, -78 deg C

2: 70 percent / tetrahydrofuran / -78 °C

3: NBS, p-TsOH / CH₂Cl₂ / 0 °C

4: Et₃N / CH₂Cl₂ / 0 °C

5: NaOAc, trifluoroethanol / 60 °C

6: 2.) p-TsOH / 1) THF, -78 deg C; 2) CH₃OH

7: Zn(Cu), NaI / dimethylformamide / 60 °C

8: C₅H₅N / acetonitrile / 25 °C

9: 1.) ozone, 2.) Me₂S, C₅H₅N / 1) CH₂Cl₂, -78 deg C

With pyridine; N-Bromosuccinimide; copper(l) iodide; zinc copper; dimethylsulfide; 2,2,2-trifluoroethanol; tributylphosphine; sodium acetate; toluene-4-sulfonic acid; ozone; magnesium; triethylamine; sodium iodide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja00526a075