{(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Name:{(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde
CAS No.:224578-21-6
Molecular Formula:C₃₅H₄₁NO₆Si
Molecular Weight:599.799
Hs Code.:

Synonyms:{(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Property of {(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

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Technology Process of {(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

There total 17 articles about {(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde 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: 96.0%

: 224578-35-2
2-{(2R,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-ethanol

: 224578-21-6
{(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

: 88920-24-5
p-methoxybenzyloxy acetic acid

: 224578-21-6
{(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 16 steps

2: DAST

3: 81 percent / BrCCl₃, DBU

4: 90 percent / DIBAL / CH₂Cl₂ / 0.17 h / -78 °C

5: 1.) (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide, BBr₃ / 1.) CH₂Cl₂, 12 h, 2.) CH₂Cl₂, -78 deg C

6: PPTs / CH₂Cl₂

7: TBAF / tetrahydrofuran

8: Et₃N / CH₂Cl₂

9: TsOH / methanol

10: NaH / toluene

11: 99 percent / OsO₄, K₃Fe(CN)6, K₂CO₃, NaHCO₃ / 2-methyl-propan-2-ol; H₂O

12: 98 percent / NaIO₄ / tetrahydrofuran; H₂O

13: 85 percent / L-Selectride / tetrahydrofuran / -78 °C

14: 91 percent / imidazol / dimethylformamide

15: 95 percent / LiOH / tetrahydrofuran; methanol; H₂O

16: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

With 1H-imidazole; lithium hydroxide; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; Bromotrichloromethane; (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; boron tribromide; L-Selectride; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4039(99)00209-9

Reference yield:

: 224578-16-9
2-(4-Methoxy-benzyloxymethyl)-oxazole-4-carbaldehyde

: 224578-21-6
{(2S,4R,6R)-4-(tert-Butyl-diphenyl-silanyloxy)-6-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 12 steps

1: 1.) (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide, BBr₃ / 1.) CH₂Cl₂, 12 h, 2.) CH₂Cl₂, -78 deg C

2: PPTs / CH₂Cl₂

3: TBAF / tetrahydrofuran

4: Et₃N / CH₂Cl₂

5: TsOH / methanol

6: NaH / toluene

7: 99 percent / OsO₄, K₃Fe(CN)6, K₂CO₃, NaHCO₃ / 2-methyl-propan-2-ol; H₂O

8: 98 percent / NaIO₄ / tetrahydrofuran; H₂O

9: 85 percent / L-Selectride / tetrahydrofuran / -78 °C

10: 91 percent / imidazol / dimethylformamide

11: 95 percent / LiOH / tetrahydrofuran; methanol; H₂O

12: 96 percent / (COCl)2, DMSO, Et₃N / CH₂Cl₂

With 1H-imidazole; lithium hydroxide; sodium periodate; osmium(VIII) oxide; oxalyl dichloride; (R,R)-1,2-diamino-1,2-diphenylethane bis-sulfonamide; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; boron tribromide; L-Selectride; sodium hydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4039(99)00209-9