(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

Base Information

Chemical Name:(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside
CAS No.:179924-50-6
Molecular Formula:C₆₆H₆₀O₆
Molecular Weight:949.199
Hs Code.:

Synonyms:(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

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Chemical Property of (R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

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Technology Process of (R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

There total 10 articles about (R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside 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: 96.0%

: 100-39-0
benzyl bromide

: 179924-49-3
(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

: 179924-50-6
(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00769-1

Reference yield:

: 179924-43-7
methyl trans-4-benzyloxy-2-oxo-3-butenoate

: 179924-50-6
(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Eu(fod)3 / petroleum ether; toluene / Heating

1.2: LiAlH₄ / diethyl ether / 15 h / 20 °C

1.3: BH₃*Me₂S / tetrahydrofuran / 40 h / 20 °C

2.1: 85 percent / pyridine / 96 h / 20 °C

3.1: 96 percent / NaH / dimethylformamide / 48 h / 20 °C

With sodium hydride; Eu(fod)3; In pyridine; N,N-dimethyl-formamide; toluene; Petroleum ether; 1.1: Cyclization / 1.2: Reduction / 1.3: Addition / 2.1: Alkylation / 3.1: Alkylation;
DOI:10.1002/(SICI)1099-0690(199911)1999:11<2885::AID-EJOC2885>3.0.CO;2-J

Reference yield:

: 179924-48-2
(R)-2-hydroxy-1-phenylethyl-3-O-benzyl-2-deoxy-L-glucoside

: 179924-50-6
(R)-1-phenyl-2-(α,α-diphenylbenzyloxy)ethyl-3,4-di-O-benzyl-2-deoxy-6-O-(α,α-diphenylbenzyl)-L-glucoside

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / pyridine / 96 h / 20 °C

2: 96 percent / NaH / dimethylformamide / 48 h / 20 °C

With sodium hydride; In pyridine; N,N-dimethyl-formamide; 1: Alkylation / 2: Alkylation;
DOI:10.1002/(SICI)1099-0690(199911)1999:11<2885::AID-EJOC2885>3.0.CO;2-J