(1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

Base Information

Chemical Name:(1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene
CAS No.:149789-96-8
Molecular Formula:C₃₇H₆₀O₅Si₂
Molecular Weight:641.051
Hs Code.:

(1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

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Chemical Property of (1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

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Technology Process of (1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

There total 11 articles about (1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene 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:

: 17553-86-5,19576-08-0,20007-98-1,17553-89-8
(R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

: 149789-96-8
(1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

Guidance literature:: Multi-step reaction with 11 steps

1: Li(OtBu)3AlH / tetrahydrofuran / 0.17 h / 0 °C

2: imidazole / dimethylformamide / 8 h / Ambient temperature

3: 74 percent / dimethylformamide / 2 h / 125 °C

4: H₂ / 10percent Pd/BaSO₄ / methanol / 2 h / 0 °C

5: 37percent aq. HCHO, piperidine / dimethylsulfoxide / 1.5 h / Ambient temperature

6: NaBH₄, CeCl₃*7H₂O / methanol / 0.5 h / 0 °C

7: pyridine, DMAP / CH₂Cl₂ / 2.5 h / Ambient temperature

8: NMO, OsO₄ / acetone; H₂O / 12 h

9: K₂CO₃ / methanol / 0.5 h / Ambient temperature

10: 1) KH, 2) Bu₄NI / 1) THF, 0 deg C, 10 min, 2) r.t., 11 h

11: tetrahydrofuran / 4 h

With piperidine; pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; osmium(VIII) oxide; formaldehyd; N-methyl-2-indolinone; cerium(III) chloride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium carbonate; lithium tri-t-butoxyaluminum hydride; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00067a028

Reference yield:

: 17553-88-7
(1R,7aR)-3,6,7,7a-tetrahydro-1-hydroxy-7a-methyl-1H-inden-5(2H)-one

: 149789-96-8
(1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / dimethylformamide / 8 h / Ambient temperature

2: 74 percent / dimethylformamide / 2 h / 125 °C

3: H₂ / 10percent Pd/BaSO₄ / methanol / 2 h / 0 °C

4: 37percent aq. HCHO, piperidine / dimethylsulfoxide / 1.5 h / Ambient temperature

5: NaBH₄, CeCl₃*7H₂O / methanol / 0.5 h / 0 °C

6: pyridine, DMAP / CH₂Cl₂ / 2.5 h / Ambient temperature

7: NMO, OsO₄ / acetone; H₂O / 12 h

8: K₂CO₃ / methanol / 0.5 h / Ambient temperature

9: 1) KH, 2) Bu₄NI / 1) THF, 0 deg C, 10 min, 2) r.t., 11 h

10: tetrahydrofuran / 4 h

With piperidine; pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; osmium(VIII) oxide; formaldehyd; N-methyl-2-indolinone; cerium(III) chloride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium carbonate; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo00067a028

Reference yield:

: 149789-92-4
(1R,7aR)-1-(tert-Butyl-dimethyl-silanyloxy)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-indene-4-carboxylic acid

: 149789-96-8
(1R,3aS,4S,5R,7aR)-5-Benzyloxy-4-benzyloxymethyl-1-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-4-(2-trimethylsilanyl-ethoxymethoxy)-octahydro-indene

Guidance literature:: Multi-step reaction with 8 steps

1: H₂ / 10percent Pd/BaSO₄ / methanol / 2 h / 0 °C

2: 37percent aq. HCHO, piperidine / dimethylsulfoxide / 1.5 h / Ambient temperature

3: NaBH₄, CeCl₃*7H₂O / methanol / 0.5 h / 0 °C

4: pyridine, DMAP / CH₂Cl₂ / 2.5 h / Ambient temperature

5: NMO, OsO₄ / acetone; H₂O / 12 h

6: K₂CO₃ / methanol / 0.5 h / Ambient temperature

7: 1) KH, 2) Bu₄NI / 1) THF, 0 deg C, 10 min, 2) r.t., 11 h

8: tetrahydrofuran / 4 h

With piperidine; pyridine; dmap; sodium tetrahydroborate; osmium(VIII) oxide; formaldehyd; N-methyl-2-indolinone; cerium(III) chloride; hydrogen; tetra-(n-butyl)ammonium iodide; potassium hydride; potassium carbonate; Pd-BaSO₄; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/jo00067a028