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1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene

Base Information Edit
  • Chemical Name:1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene
  • CAS No.:444150-27-0
  • Molecular Formula:C49H49BrO6
  • Molecular Weight:813.828
  • Hs Code.:
  • Mol file:444150-27-0.mol
1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene

Synonyms:1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene

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Chemical Property of 1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene Edit
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Technology Process of 1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene

There total 11 articles about 1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranos-1-ylmethyl)-2-benzyloxy-4-bromomethylbenzene 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:
Guidance literature:
Multi-step reaction with 11 steps
1.1: 91 percent / tetrahydrofuran / 2 h / -78 °C
2.1: 78 percent / Et3SiH; BF3*OEt2 / CH2Cl2 / 12 h / -78 °C
3.1: ozone / CH2Cl2; methanol / -78 °C
3.2: PPh3
4.1: 22.9 g / toluene / 2 h / Heating
5.1: 88 percent / DIBAL / toluene / -78 - 25 °C
6.1: MnO2 / CH2Cl2 / 3 h / Heating
7.1: 13.3 g / CH2Cl2 / 3 h / Heating
8.1: 65 percent / ethyl chloroformate; Et3N / tetrahydrofuran / 0.5 h / 20 °C
9.1: 87 percent / K2CO3 / acetone / 12 h
10.1: 91 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
11.1: 79 percent / NBS; PPh3 / tetrahydrofuran / 2 h / 20 °C
With triethylsilane; manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; chloroformic acid ethyl ester; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; 4.1: Wittig reaction / 7.1: Wittig reaction;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A
Guidance literature:
Multi-step reaction with 12 steps
1.1: Jones reagent / acetone
2.1: 91 percent / tetrahydrofuran / 2 h / -78 °C
3.1: 78 percent / Et3SiH; BF3*OEt2 / CH2Cl2 / 12 h / -78 °C
4.1: ozone / CH2Cl2; methanol / -78 °C
4.2: PPh3
5.1: 22.9 g / toluene / 2 h / Heating
6.1: 88 percent / DIBAL / toluene / -78 - 25 °C
7.1: MnO2 / CH2Cl2 / 3 h / Heating
8.1: 13.3 g / CH2Cl2 / 3 h / Heating
9.1: 65 percent / ethyl chloroformate; Et3N / tetrahydrofuran / 0.5 h / 20 °C
10.1: 87 percent / K2CO3 / acetone / 12 h
11.1: 91 percent / LiAlH4 / tetrahydrofuran / 1 h / 20 °C
12.1: 79 percent / NBS; PPh3 / tetrahydrofuran / 2 h / 20 °C
With triethylsilane; manganese(IV) oxide; N-Bromosuccinimide; lithium aluminium tetrahydride; jones reagent; boron trifluoride diethyl etherate; chloroformic acid ethyl ester; diisobutylaluminium hydride; potassium carbonate; ozone; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; 5.1: Wittig reaction / 8.1: Wittig reaction;
DOI:10.1002/1521-3765(20020415)8:8<1872::AID-CHEM1872>3.0.CO;2-A
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