(2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

Base Information

Chemical Name:(2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one
CAS No.:338799-37-4
Molecular Formula:C₂₅H₃₂O₄Si
Molecular Weight:424.612
Hs Code.:

Synonyms:(2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

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Chemical Property of (2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

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Technology Process of (2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

There total 10 articles about (2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-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: 29.0%

: 338799-47-6
(2S,3S,5R)-2-(3-Benzyloxy-2-methyl-propyl)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: 338799-31-8
(2R,3aS,6S,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

: 338799-37-4
(2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.5555/ol015570y

Reference yield:

: 338799-45-4
(+/-)-(E)-2-methyl-4,7-octadien-1-ol

: 338799-37-4
(2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran; various solvent(s) / 1 h / 0 - 20 °C

1.2: 90 percent / TBAI / tetrahydrofuran; various solvent(s) / 15 h / 20 °C

2.1: AD-mix α; CH3SO2NH2 / H2O; 2-methyl-propan-2-ol / 13 h / 0 °C

3.1: KHMDS; N-triisopropylsulfonylimidazole / tetrahydrofuran / 0 - 20 °C

3.2: 50 percent / KHMDS / tetrahydrofuran / 0 - 20 °C

4.1: 80 percent / imidazole; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 8 h

5.1: 95 percent / H₂ / Pd(OH)2/C / ethyl acetate

6.1: TPAP; NMO / CH₂Cl₂

With 1H-imidazole; dmap; AD-mix-α; N-methyl-2-indolinone; tetrapropylammonium perruthennate; methanesulfonamide; N-triisopropylsulfonylimidazole; hydrogen; potassium hexamethylsilazane; sodium hydride; palladium dihydroxide; In tetrahydrofuran; dichloromethane; water; ethyl acetate; tert-butyl alcohol; 2.1: Sharpless asymmetric dihydroxylation;
DOI:10.5555/ol015570y

Reference yield:

: 338799-33-0
(2S,4S,5S,7RS)-8-O-benzyl-7-methyl-octan-1,2,4,5,8-pentaol

: 338799-37-4
(2R,3aS,6R,7aS)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-6-methyl-hexahydro-furo[3,2-b]pyran-5-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: KHMDS; N-triisopropylsulfonylimidazole / tetrahydrofuran / 0 - 20 °C

1.2: 50 percent / KHMDS / tetrahydrofuran / 0 - 20 °C

2.1: 80 percent / imidazole; 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 8 h

3.1: 95 percent / H₂ / Pd(OH)2/C / ethyl acetate

4.1: TPAP; NMO / CH₂Cl₂

With 1H-imidazole; dmap; N-methyl-2-indolinone; tetrapropylammonium perruthennate; N-triisopropylsulfonylimidazole; hydrogen; potassium hexamethylsilazane; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.5555/ol015570y