(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol

Base Information

Chemical Name:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol
CAS No.:957774-51-5
Molecular Formula:C₆₂H₆₈N₂O₁₀
Molecular Weight:1001.23
Hs Code.:

(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol

Synonyms:(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-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-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-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-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol

There total 11 articles about (1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-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:

: 875-59-2
4'-hydroxy-2'methylacetophenone

: 957774-51-5
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 10 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: toluene-4-sulfonic acid / toluene / Reflux

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

6.1: hydrogenchloride / water; tetrahydrofuran

7.1: n-butyllithium / tetrahydrofuran

7.2: -78 °C

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

9.1: trifluoroacetic acid / 20 °C

10.1: 4-Nitrophenyl chloroformate; pyridine / 20 °C

With pyridine; hydrogenchloride; triethylsilane; Oxone; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; potassium carbonate; toluene-4-sulfonic acid; 4-Nitrophenyl chloroformate; N,N-dimethyl-formamide; trifluoroacetic acid; sodium bromide; In tetrahydrofuran; chloroform; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035

Reference yield:

: 957774-01-5
4-benzyloxy-5-bromo-2-methylbenzoic acid

: 957774-51-5
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 20 °C

1.3: 0 °C

2.1: toluene-4-sulfonic acid / toluene / Reflux

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

4.1: hydrogenchloride / water; tetrahydrofuran

5.1: n-butyllithium / tetrahydrofuran

5.2: -78 °C

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

7.1: trifluoroacetic acid / 20 °C

8.1: 4-Nitrophenyl chloroformate; pyridine / 20 °C

With pyridine; hydrogenchloride; triethylsilane; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; 4-Nitrophenyl chloroformate; N,N-dimethyl-formamide; trifluoroacetic acid; In tetrahydrofuran; chloroform; water; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035

Reference yield:

: (3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-2-(2-(benzyloxy)-5-(1,3-dioxolan-2-yl)-4-methylphenyl)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-ol

: 957774-51-5
(1S)-1,5-anhydro-2,3,4,6-tetra-O-benzyl-1-[2-(benzyloxy)-5-[4-[2-[[[[2-hydroxy-1,1-bis(hydroxymethyl)ethyl]amino]carbonyl]amino]ethyl]benzyl]-4-methylphenyl]-D-glucitol

Guidance literature:: Multi-step reaction with 5 steps

1.1: hydrogenchloride / water; tetrahydrofuran

2.1: n-butyllithium / tetrahydrofuran

2.2: -78 °C

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

4.1: trifluoroacetic acid / 20 °C

5.1: 4-Nitrophenyl chloroformate; pyridine / 20 °C

With pyridine; hydrogenchloride; triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; 4-Nitrophenyl chloroformate; trifluoroacetic acid; In tetrahydrofuran; chloroform; water; acetonitrile;
DOI:10.1016/j.bmcl.2018.09.035