methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside
CAS No.:174089-79-3
Molecular Formula:C₅₇H₅₉IO₂₄
Molecular Weight:1254.99
Hs Code.:

Synonyms:methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

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Chemical Property of methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

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Technology Process of methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

There total 10 articles about methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside 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: 81.0%

: 14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4
2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

: methyl 2,4-di-O-acetyl-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

: 174089-79-3
methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: With 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; for 0.5h;
DOI:10.1016/0008-6215(95)00268-5

Reference yield:

: 2873-29-2
D-glucal triacetate

: 174089-79-3
methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 59 percent / N-iodosuccinimide / acetonitrile / 72 h

2: pyridine

3: 70percent aq. AcOH / 2 h / 70 °C

4: pyridine / 1 h

5: pyridine / 2 h

6: 70percent aq. AcOH / 4 h / Ambient temperature

7: 81 percent / silver trifluoromethanesulfonate, 4 Angstroem molecular sieves / CH₂Cl₂ / 0.5 h

With pyridine; N-iodo-succinimide; 4 A molecular sieve; silver trifluoromethanesulfonate; acetic acid; In dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(95)00268-5

Reference yield:

: 129870-10-6
methyl 6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-α-D-mannopyranoside

: 174089-79-3
methyl 2,4-di-O-acetyl-6-O-(2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl)-3-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-mannopyranosyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 36 percent / N-iodosuccinimide / acetonitrile / 72 h / Ambient temperature

2: pyridine

With pyridine; N-iodo-succinimide; In acetonitrile;
DOI:10.1016/0008-6215(95)00268-5