(S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

Base Information

Chemical Name:(S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride
CAS No.:85681-11-4
Molecular Formula:C₃₃H₄₀ClN₅O₅Si
Molecular Weight:650.25
Hs Code.:

(S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

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Chemical Property of (S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

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Technology Process of (S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

There total 7 articles about (S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride 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:

: 43077-06-1
6-N-benzoyl-2',3'-O-isopropylideneadenosine-5'-aldehyde

: 85681-11-4,85681-12-5,126722-17-6
(S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

Guidance literature:: Multi-step reaction with 7 steps

1: 68 percent / benzene; acetonitrile; CH₂Cl₂ / 1 h / 60 °C

2: 90 percent / H₂ / PtO₂ / ethanol / 50 h / 3102.9 Torr

3: 77 percent / ethane-1,2-diol / 6 h / 110 °C

4: NaOH / ethanol; H₂O / 1 h / 80 °C

5: imidazole / dimethylformamide / 5 h / Ambient temperature

6: 90 percent / NaOH, H₂O / tetrahydrofuran / 2 h / 0 °C

7: potassium tert-butoxide, oxalyl chloride / methanol; benzene / 0.5 h

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; potassium tert-butylate; water; hydrogen; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; ethylene glycol; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1021/jo00160a008

Reference yield:

: 85681-03-4
(E)-N⁶-Benzoyl-2',3'-O-isopropylidene-5'-C-(2-oxotetrahydro-3-furanylidene)-5'-deoxyadenosine

: 85681-11-4,85681-12-5,126722-17-6
(S)-2-[(3aS,4S,6S,6aS)-6-(6-Amino-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethyl]-4-(tert-butyl-diphenyl-silanyloxy)-butyryl chloride

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / H₂ / PtO₂ / ethanol / 50 h / 3102.9 Torr

2: 77 percent / ethane-1,2-diol / 6 h / 110 °C

3: NaOH / ethanol; H₂O / 1 h / 80 °C

4: imidazole / dimethylformamide / 5 h / Ambient temperature

5: 90 percent / NaOH, H₂O / tetrahydrofuran / 2 h / 0 °C

6: potassium tert-butoxide, oxalyl chloride / methanol; benzene / 0.5 h

With 1H-imidazole; sodium hydroxide; oxalyl dichloride; potassium tert-butylate; water; hydrogen; platinum(IV) oxide; In tetrahydrofuran; methanol; ethanol; water; ethylene glycol; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo00160a008