Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

Base Information

Chemical Name:Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester
CAS No.:1054660-47-7
Molecular Formula:C₄₇H₅₂O₇SSi
Molecular Weight:789.077
Hs Code.:

Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

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Chemical Property of Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

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Technology Process of Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

There total 9 articles about Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl 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:

: 1005-56-7
phenylcarbonochloridothioate

: 457645-29-3
(3aS,4R,5S,6R,7R,7aR)-6,7-Bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-ol

: 1054660-47-7
Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

Guidance literature:: With pyridine;
DOI:10.1055/s-2002-31900

Reference yield:

: 100-39-0
benzyl bromide

: 1054660-47-7
Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 0 - 20 °C

1.2: 70 percent / dimethylformamide / 6 h / 20 °C

2.1: AcOH / tetrahydrofuran; H₂O / 85 °C

3.1: imidazole / dimethylformamide / 12 h / 20 °C

4.1: 176 mg / sikkon; p-TsOH / dimethylformamide / 2 h

5.1: pyridine / acetonitrile / 1 h / 85 °C

With pyridine; 1H-imidazole; Sikkon; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0957-4166(03)00532-9

Reference yield:

: (3aR,4S,5aS,9aR,9bS)-4-Hydroxy-2,2,8,8-tetramethyl-hexahydro-[1,3]dioxolo[4',5':3,4]benzo[1,2-d][1,3]dioxin-5-one

: 1054660-47-7
Thiocarbonic acid O-[(3aS,4R,5R,6R,7R,7aR)-6,7-bis-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl] ester O-phenyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 133 mg / NaBH₄; CeCl₃*H₂O / methanol / 0 - 20 °C

2.1: NaH / dimethylformamide / 0 - 20 °C

2.2: 70 percent / dimethylformamide / 6 h / 20 °C

3.1: AcOH / tetrahydrofuran; H₂O / 85 °C

4.1: imidazole / dimethylformamide / 12 h / 20 °C

5.1: 176 mg / sikkon; p-TsOH / dimethylformamide / 2 h

6.1: pyridine / acetonitrile / 1 h / 85 °C

With pyridine; 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; Sikkon; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0957-4166(03)00532-9