1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

Base Information

Chemical Name:1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose
CAS No.:178318-59-7
Molecular Formula:C₆₂H₅₃NO₁₄
Molecular Weight:1036.1
Hs Code.:

Synonyms:1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

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Chemical Property of 1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

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Technology Process of 1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

There total 14 articles about 1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose 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: 65.0%

: triphenylmethyl perchlorate

: 1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-α-L-rhamnopyranosyl)-β-D-mannopyranose

: 178318-59-7
1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

Guidance literature:: With 2,3,5-trimethyl-pyridine; In dichloromethane; for 3h; Ambient temperature;

Reference yield:

: 98-88-4
benzoyl chloride

: 178318-59-7
1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / C₅H₅N / CH₂Cl₂ / 4 h / Ambient temperature

2: 77 percent / conc. H₂SO₄ / 2 h / Ambient temperature

3: 90 percent / AcBr, MeOH / CH₂Cl₂ / 2 h / Ambient temperature

4: 96 percent / AgOTf, 2,4,6-collidine / CH₂Cl₂ / 1 h / -10 °C

5: 92 percent / (NH₂)2CS / acetonitrile; H₂O / 20 h / 20 °C

6: 96 percent / collidine / CH₂Cl₂ / 2 h

7: 1.) NH₃, 2.) C₅H₅N / 1.) MeOH, CH₂Cl₂, 20 deg C, overnight, 2.) 20 deg C, 5 h

With pyridine; 2,4,6-trimethyl-pyridine; 2,3,5-trimethyl-pyridine; methanol; Acetyl bromide; sulfuric acid; ammonia; silver trifluoromethanesulfonate; thiourea; In dichloromethane; water; acetonitrile;

Reference yield:

: 85451-23-6
2,3-di-O-benzoyl-4-O-chloroacetyl-α-L-rhamnopyranosyl bromide

: 178318-59-7
1,2-O-[1-(exo-cyano)ethylidene]-3,6-di-O-benzoyl-4-O-(2,3-di-O-benzoyl-4-O-trityl-α-L-rhamnopyranosyl)-α-D-mannopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / AgOTf, 2,4,6-collidine / CH₂Cl₂ / 1 h / -10 °C

2: 92 percent / (NH₂)2CS / acetonitrile; H₂O / 20 h / 20 °C

3: 96 percent / collidine / CH₂Cl₂ / 2 h

4: 1.) NH₃, 2.) C₅H₅N / 1.) MeOH, CH₂Cl₂, 20 deg C, overnight, 2.) 20 deg C, 5 h

With pyridine; 2,4,6-trimethyl-pyridine; 2,3,5-trimethyl-pyridine; ammonia; silver trifluoromethanesulfonate; thiourea; In dichloromethane; water; acetonitrile;