Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester
CAS No.:172293-93-5
Molecular Formula:C₂₀H₂₂O₆
Molecular Weight:358.391
Hs Code.:

Synonyms:Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

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Chemical Property of Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

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Technology Process of Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

There total 5 articles about Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl 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: 76.0%

: 172342-53-9
Biphenyl-4-carboxylic acid (2S,5R)-5-methoxy-3-methylene-tetrahydro-furan-2-ylmethyl ester

: 172293-93-5
Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With pyridine; osmium(VIII) oxide; water; 4-methylmorpholine N-oxide; In tert-butyl alcohol; at 76 ℃; for 5h;
DOI:10.1021/jo00127a041

Reference yield:

: 129468-48-0
Methyl 2-deoxy-5-O-(4-phenylbenzoyl)-β-D-glyceropentofuranosid-3-ulose

: 172293-93-5
Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / Zn, TiCl₄ / CH₂Cl₂; tetrahydrofuran / 1.) 0 deg C, 15 min, 2.) r.t., 45 min

2: 76 percent / N-methylmorpholine N-oxide, pyridine, OsO₄, H₂O / 2-methyl-propan-2-ol / 5 h / 76 °C

With pyridine; osmium(VIII) oxide; water; titanium tetrachloride; 4-methylmorpholine N-oxide; zinc; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00127a041

Reference yield:

: 125611-95-2
methyl 2-deoxy-5-O-(4-phenylbenzoyl)-β-D-erythro-pentofuranoside

: 172293-93-5
Biphenyl-4-carboxylic acid (2R,3R,5R)-3-hydroxy-3-hydroxymethyl-5-methoxy-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridine, CrO₃, Ac₂O / CH₂Cl₂ / 0.25 h / Ambient temperature

2: 71 percent / Zn, TiCl₄ / CH₂Cl₂; tetrahydrofuran / 1.) 0 deg C, 15 min, 2.) r.t., 45 min

3: 76 percent / N-methylmorpholine N-oxide, pyridine, OsO₄, H₂O / 2-methyl-propan-2-ol / 5 h / 76 °C

With pyridine; chromium(VI) oxide; osmium(VIII) oxide; water; acetic anhydride; titanium tetrachloride; 4-methylmorpholine N-oxide; zinc; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00127a041