(3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

Base Information

Chemical Name:(3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane
CAS No.:1050610-77-9
Molecular Formula:C₂₆H₂₅BrF₄O₃
Molecular Weight:541.38
Hs Code.:

Synonyms:(3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

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Chemical Property of (3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

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Technology Process of (3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

There total 4 articles about (3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane 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: 58.0%

: 1050610-71-3
(3R,4R)-5-benzyloxy-1-bromo-1,1,2,2-tetrafluoropentane-3,4-diol

: 100-39-0
benzyl bromide

: 1050610-73-5
(3R,4R)-3,5-bisbenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane-4-ol

: 1050610-77-9
(3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

Guidance literature:: (3R,4R)-5-benzyloxy-1-bromo-1,1,2,2-tetrafluoropentane-3,4-diol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 1h; Inert atmosphere;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 18.5h; regioselective reaction; Inert atmosphere;
DOI:10.1021/ol801272e

Reference yield:

: 1050610-51-9
(E)-5-benzyloxy-1-bromo-1,1,2,2-tetrafluoropent-3-ene

: 1050610-77-9
(3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

Guidance literature:: Multi-step reaction with 4 steps

1.1: (DHQ)₂AQN; potassium hexacyanoferrate(III); potassium carbonate; potassium osmate; methanesulfonamide / water; tert-butyl alcohol / 216 h / 0 - 6 °C

2.1: triethylamine; thionyl chloride / dichloromethane / 0.57 h / 0 °C

2.2: 16 h / 0 - 20 °C

3.1: ammonium formate / N,N-dimethyl-formamide / 4 h / 80 °C

3.2: 0.5 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

4.2: 20 h / 0 - 20 °C

With potassium osmate; thionyl chloride; methanesulfonamide; (DHQ)₂AQN; ammonium formate; sodium hydride; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); In dichloromethane; water; N,N-dimethyl-formamide; mineral oil; tert-butyl alcohol;
DOI:10.1021/acs.joc.6b00302

Reference yield:

: (4S,5R)-4-((benzyloxy)methyl)-5-(2-bromo-1,1,2,2-tetrafluoroethyl)-2,2-dioxo-1,3-dioxa-2-thiolane

: 1050610-77-9
(3R,4R)-3,4,5-tribenzyloxy-1-bromo-1,1,2,2-tetrafluoropentane

Guidance literature:: Multi-step reaction with 2 steps

1.1: ammonium formate / N,N-dimethyl-formamide / 4 h / 80 °C

1.2: 0.5 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 0 °C

2.2: 20 h / 0 - 20 °C

With ammonium formate; sodium hydride; In N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/acs.joc.6b00302