1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

Base Information

Chemical Name:1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose
CAS No.:911836-25-4
Molecular Formula:C₃₃H₄₈O₄Si₂
Molecular Weight:564.913
Hs Code.:

Synonyms:1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

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Chemical Property of 1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

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Technology Process of 1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

There total 6 articles about 1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose 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:

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

: C₁₉H₄₂O₄Si₂

: 911836-25-4
1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

Guidance literature:: 1-bromo-5-phenylnaphthalene; With iodine; magnesium; In tetrahydrofuran; at 40 ℃;

With aluminium trichloride; In tetrahydrofuran; at 20 ℃; for 2h;

C₁₉H₄₂O₄Si₂; In tetrahydrofuran; dichloromethane; for 3h; cooling;
DOI:10.1021/ol061701p

Reference yield:

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

: C₁₉H₄₂O₄Si₂

: 911836-25-4
1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

: 4-(tert-butyl-dimethyl-silanyloxy)-2-[4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-(5-phenyl-naphthalen-1-yl)-tetrahydro-furan-3-yloxy]-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-ol

: C₆₇H₁₂₀O₁₂Si₆

Guidance literature:: 1-bromo-5-phenylnaphthalene; With magnesium; In tetrahydrofuran; at 40 ℃;

With dimethylaluminum chloride; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

C₁₉H₄₂O₄Si₂; In tetrahydrofuran; hexane; dichloromethane; at -78 - 0 ℃; for 3h;
DOI:10.1021/ol061701p

Reference yield:

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

: 911836-25-4
1'-deoxy-1'-β-(5-phenylnaphth-1-yl)-3',5'-bis-O-tert-butyldimethylsilyl-arabinose

Guidance literature:: Multi-step reaction with 2 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

With triphenylmethyl alcohol; iodine; magnesium; trifluoroacetic acid; In tetrahydrofuran;
DOI:10.1021/ol061701p