p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

Base Information

Chemical Name:p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside
CAS No.:1425471-88-0
Molecular Formula:C₅₁H₆₁IO₁₅
Molecular Weight:1040.94
Hs Code.:

Synonyms:p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

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Chemical Property of p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

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Technology Process of p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

There total 14 articles about p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside 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%

: 1425471-85-7
(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-p-iodophenyl 2-O-methyl-4-O-benzyl-α-L-rhamnopyranoside

: C₁₈H₂₄O₆S

: 1425471-88-0
p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -25 - 20 ℃; for 0.416667h; Molecular sieve;
DOI:10.1016/j.ejmech.2017.03.058

Reference yield: 52.0%

: 1425471-73-3
phenyl 2-O-methyl-3,4-di-O-acetyl-1-thio-β-L-fucopyranoside

: 1425471-85-7
(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-p-iodophenyl 2-O-methyl-4-O-benzyl-α-L-rhamnopyranoside

: 1425471-88-0
p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

Guidance literature:: phenyl 2-O-methyl-3,4-di-O-acetyl-1-thio-β-L-fucopyranoside; (2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-p-iodophenyl 2-O-methyl-4-O-benzyl-α-L-rhamnopyranoside; With N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; toluene; at 20 ℃; for 0.333333h;

With trifluoromethylsulfonic anhydride; In dichloromethane; toluene; at -25 - 20 ℃;
DOI:10.1002/anie.201206221

Reference yield:

: 1425471-60-8
p-iodophenyl 2-O-methyl-4-O-benzyl-α-L-rhamnopyranoside

: 1425471-88-0
p-iodophenyl (3,4-di-O-acetyl-2-O-methyl-α-L-fucopyranosyl)-(1→3)-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1→3)-(4-O-benzyl-2-O-methyl)-α-L-rhamnopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tert-butylpyrimidine / dichloromethane; toluene / 0.33 h / 20 °C

1.2: -25 - 20 °C

2.1: methanol; sodium / 16 h / 20 °C

3.1: sodium hydride / N,N-dimethyl-formamide / 2 h / 20 °C

4.1: methanol; palladium dichloride / 16 h / 20 °C

5.1: N-(phenylthio)-ε-caprolactam; 2,4,6-tri-tert-butylpyrimidine / dichloromethane; toluene / 0.33 h / 20 °C

5.2: -25 - 20 °C

With methanol; N-(phenylthio)-ε-caprolactam; sodium; sodium hydride; palladium dichloride; 2,4,6-tri-tert-butylpyrimidine; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/anie.201206221