(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

Base Information

Chemical Name:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol
CAS No.:1033723-60-2
Molecular Formula:C₅₇H₅₈O₅S
Molecular Weight:855.151
Hs Code.:

Synonyms:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

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Chemical Property of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

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Technology Process of (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

There total 8 articles about (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol 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:

: 2,3,4,6-tetra-O-benzyl-1-C-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-5-thio-D-glucopyranose

: 1033723-60-2
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In chloroform; acetonitrile; at 0 ℃;

Reference yield:

: 100-39-0
benzyl bromide

: 1033723-60-2
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 20 °C

2.1: sodium bromide; Oxone / acetone; water / 20 °C

3.1: oxalyl dichloride; N,N-dimethyl-formamide / chloroform / 20 °C

3.2: 20 °C

3.3: 0 °C

4.1: n-butyllithium / tetrahydrofuran / -78 °C

5.1: triethylsilane; boron trifluoride diethyl etherate / chloroform; acetonitrile / 0 °C

6.1: magnesium / tetrahydrofuran

7.1: triethylsilane; boron trifluoride diethyl etherate / chloroform; acetonitrile / -15 °C

With triethylsilane; Oxone; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; potassium carbonate; magnesium; N,N-dimethyl-formamide; sodium bromide; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035

Reference yield:

: 1033723-28-2
(4-(benzyloxy)-5-bromo-2-methylphenyl)(4-ethylphenyl)methanol

: 1033723-60-2
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-(4-ethylbenzyl)-4-methylphenyl]-1-thio-D-glucitol

Guidance literature:: Multi-step reaction with 3 steps

1: triethylsilane; boron trifluoride diethyl etherate / chloroform; acetonitrile / 0 °C

2: magnesium / tetrahydrofuran

3: triethylsilane; boron trifluoride diethyl etherate / chloroform; acetonitrile / -15 °C

With triethylsilane; boron trifluoride diethyl etherate; magnesium; In tetrahydrofuran; chloroform; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035