1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

Base Information

Chemical Name:1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose
CAS No.:911836-33-4
Molecular Formula:C₃₃H₄₈O₃Si₂
Molecular Weight:548.913
Hs Code.:

Synonyms:1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

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Chemical Property of 1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

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Technology Process of 1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

There total 8 articles about 1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose 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: 86.0%

: 911836-29-8
1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-2'-O-thionocarbonylimidazolyl-arabinose

: 911836-33-4
1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

Guidance literature:: With 2,2'-azobis(isobutyronitrile); 1,1,1-trimethyldisilane; In toluene; Heating;
DOI:10.1021/ol061701p

Reference yield:

: 911836-38-9
1-bromo-5-phenylnaphthalene

: 911836-33-4
1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

Guidance literature:: Multi-step reaction with 3 steps

1.1: magnesium; iodine / tetrahydrofuran / 40 °C

1.2: aluminum chloride / tetrahydrofuran / 2 h / 20 °C

1.3: 147 mg / tetrahydrofuran; CH₂Cl₂ / 3 h / cooling

2.1: 80 percent / CH₂Cl₂ / 24 h

3.1: 86 percent / (trimethylsilyl)silane; AIBN / toluene / Heating

With 2,2'-azobis(isobutyronitrile); 1,1,1-trimethyldisilane; iodine; magnesium; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol061701p

Reference yield:

: 911836-37-8
5-bromo-1-phenyl-1,2,3,4-tetrahydro-naphthalen-1-ol

: 911836-33-4
1',2'-dideoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-ribose

Guidance literature:: Multi-step reaction with 4 steps

1.1: 50 mg / TFA; triphenylmethanol / 48 h

2.1: magnesium; iodine / tetrahydrofuran / 40 °C

2.2: aluminum chloride / tetrahydrofuran / 2 h / 20 °C

2.3: 147 mg / tetrahydrofuran; CH₂Cl₂ / 3 h / cooling

3.1: 80 percent / CH₂Cl₂ / 24 h

4.1: 86 percent / (trimethylsilyl)silane; AIBN / toluene / Heating

With triphenylmethyl alcohol; 2,2'-azobis(isobutyronitrile); 1,1,1-trimethyldisilane; iodine; magnesium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol061701p