(1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

Base Information

Chemical Name:(1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol
CAS No.:1393110-67-2
Molecular Formula:C₁₉H₂₃BrO₇
Molecular Weight:443.291
Hs Code.:

Synonyms:(1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

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Chemical Property of (1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

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Technology Process of (1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

There total 3 articles about (1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol 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: 89.0%

: 1393110-61-6
(1R)-1-acetoxy-3-O-acetyl-5-deoxy-4-O-formyl-1,2-O-isopropylidene-L-arabinitol

: 55991-66-7
1-(4-bromophenyl)-1-(trimethylsilyloxy)ethylene

: 1393110-67-2
(1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/jo301031t

Reference yield:

: 4-O-acetyl-2,3-O-isopropylidene-L-rhamnopyranose

: 1393110-67-2
(1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

Guidance literature:: Multi-step reaction with 2 steps

1: iodine / dichloromethane / 1.25 h / 26 °C / Irradiation

2: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 °C

With boron trifluoride diethyl etherate; iodine; In dichloromethane;
DOI:10.1021/jo301031t

Reference yield:

: 99-90-1
para-bromoacetophenone

: 1393110-67-2
(1R)-3-O-acetyl-4-O-formyl-1,2-O-isopropylidene-1-[2-oxo-2-(4-bromophenyl)ethyl]-5-deoxy-D-arabinitol

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1.5 h / 0 - 26 °C

2: boron trifluoride diethyl etherate / dichloromethane / 3 h / 0 °C

With boron trifluoride diethyl etherate; triethylamine; In dichloromethane;
DOI:10.1021/jo301031t