dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

Base Information

Chemical Name:dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate
CAS No.:1351452-46-4
Molecular Formula:C₄₁H₄₉Cl₃NO₉P
Molecular Weight:837.174
Hs Code.:

Synonyms:dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

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Chemical Property of dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

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Technology Process of dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

There total 4 articles about dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate 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: 73.0%

: 1351452-45-3
phenyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranoside

: 107-66-4
dibutyl phosphate

: 1351452-46-4
dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

Guidance literature:: With N-iodo-succinimide; In dichloromethane; at 0 ℃; for 0.5h; Molecular sieve; Inert atmosphere;
DOI:10.1002/anie.201103483

Reference yield:

: 166828-39-3
C₂₆H₂₅N₃O₄Se

: 1351452-46-4
dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylsilane; trifluoroacetic acid / dichloromethane / 5 h / 0 °C / Molecular sieve; Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

3.1: trimethylphosphane / tetrahydrofuran; water / 2 h / 0 °C / Inert atmosphere

3.2: 0.5 h / 0 °C / Inert atmosphere

4.1: N-iodo-succinimide / dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

With triethylsilane; N-iodo-succinimide; sodium hydride; trifluoroacetic acid; trimethylphosphane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201103483

Reference yield:

: 1351452-43-1
phenyl 2-azido-3,6-di-O-benzyl-2-deoxy-1-seleno-α-D-galactopyranoside

: 1351452-46-4
dibutyl 3,6-di-O-benzyl-2-deoxy-4-O-(2-naphthylmethyl)-1-seleno-2-trichloracetamido-α-D-galactopyranosyl phosphate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 1.5 h / 0 °C / Inert atmosphere

2.1: trimethylphosphane / tetrahydrofuran; water / 2 h / 0 °C / Inert atmosphere

2.2: 0.5 h / 0 °C / Inert atmosphere

3.1: N-iodo-succinimide / dichloromethane / 0.5 h / 0 °C / Molecular sieve; Inert atmosphere

With N-iodo-succinimide; sodium hydride; trimethylphosphane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201103483