(2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

Base Information

Chemical Name:(2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran
CAS No.:851787-48-9
Molecular Formula:C₃₈H₃₆O₄
Molecular Weight:556.701
Hs Code.:

Synonyms:(2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

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Chemical Property of (2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

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Technology Process of (2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

There total 5 articles about (2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran 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: 66.0%

: 92-66-0
4-bromo-1,1'-biphenyl

: 42890-06-2
(2R,3R,4R,5R)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran-2-carboxylic acid

: 851787-48-9
(2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

Guidance literature:: With [2,2]bipyridinyl; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; potassium carbonate; nickel dibromide; In N,N-dimethyl-formamide; at 30 ℃; for 24h; stereoselective reaction; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation;
DOI:10.1039/c9cc07184a

Reference yield:

: (3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-2-biphenyl-4-yl-tetrahydro-furan-2-ol

: 851787-48-9
(2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃;
DOI:10.1002/chem.200400858

Reference yield:

: 92-66-0
4-bromo-1,1'-biphenyl

: 851787-48-9
(2S,3S,4R,5R)-2-([1,1'-biphenyl]-4-yl)-3,4-bis(benzyloxy)-5-((benzyloxy)methyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / 3 h / -78 °C

2.1: 2.93 g / Et₃SiH; BF₃*OEt₂ / CH₂Cl₂ / -78 - 20 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/chem.200400858