2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

Base Information

Chemical Name:2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride
CAS No.:358351-77-6
Molecular Formula:C₅₈H₆₄FIO₁₁
Molecular Weight:1083.04
Hs Code.:

Synonyms:2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

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Technology Process of 2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

There total 6 articles about 2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride 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: 37.0%

: 19488-48-3,19488-49-4,51842-16-1,55697-49-9,115414-37-4,95475-33-5
methyl 2,3,6-tri-O-benzyl-α-D-mannopyranoside

: 451463-08-4
(Z)-2-O-prop-1'-enyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

: 358351-77-6
2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

Guidance literature:: With N-iodo-succinimide; In 1,2-dichloro-ethane; at -40 - 20 ℃;
DOI:10.1021/ol016175a

Reference yield: 37.0%

: 516-12-1
N-iodo-succinimide

: 19488-48-3,19488-49-4,51842-16-1,55697-49-9,115414-37-4,95475-33-5
methyl 2,3,6-tri-O-benzyl-α-D-mannopyranoside

: 358351-64-1
2-O-prop-1'-enyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

: 358351-77-6
2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

: 2-O-(2-iodo-1-(succinimid-N-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

Guidance literature:: With 4 A molecular sieve; In 1,2-dichloro-ethane; at -40 - 20 ℃;
DOI:10.1007/s007060200020

Reference yield:

: 68681-00-5
3,4,6-tri-O-benzyl-1,2-O-<1-(R)-methoxyethylidene>-β-D-mannopyranose

: 358351-77-6
2-O-(2-iodo-1-(methyl-2,3,6-tri-O-benzyl-α-D-mannopyranosid-4-O-yl)-propyl)-3,4,6-tri-O-benzyl-α-D-mannopyranosyl fluoride

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / Et₂NSF₃ / CH₂Cl₂ / 0 °C

2: 99 percent / n-propylamine / methanol; tetrahydrofuran / 45 °C

3: 96 percent / NaH / dimethylformamide / 0 °C

4: BuLi; Wilkinson's catalyst / tetrahydrofuran / 70 °C

5: 37 percent / N-iodosuccinimide / 1,2-dichloro-ethane / -40 - 20 °C

With propylamine; N-iodo-succinimide; Wilkinson's catalyst; n-butyllithium; diethylamino-sulfur trifluoride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/ol016175a