1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

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Chemical Name:1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside
CAS No.:911811-34-2
Molecular Formula:C₂₈H₃₂INO₆
Molecular Weight:605.47
Hs Code.:

Synonyms:1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

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Chemical Property of 1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

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Technology Process of 1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

There total 4 articles about 1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-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:

: 911811-31-9
1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-3-O-(2-naphthalenylmethyl)-β-D-mannopyranoside

: 911811-34-2
1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 0 - 20 ℃; for 3.5h;
DOI:10.1021/ol061706m

Reference yield:

: 887699-73-2
triethyl 2-(2-iodophenyl)orthoacetate

: 911811-34-2
1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: CSA; 2-(2-iodophenyl)-ethylacetate / CH₂Cl₂ / 4 h / 0 °C

1.2: 68 percent / BF₃*OEt₂ / CH₂Cl₂ / 20 °C

2.1: diphenyl sulfoxide; TTBP; triflic anhydride / molecular sieves 3 Angstroem / CH₂Cl₂ / 0.75 h / -70 - -20 °C

2.2: CH₂Cl₂ / 1 h / -70 °C

3.1: DDQ / CH₂Cl₂; H₂O / 3.5 h / 0 - 20 °C

With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; camphor-10-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 4-(2-iodophenyl)butanoic acid; 3 A molecular sieve; In dichloromethane; water;
DOI:10.1021/ol061706m

Reference yield:

: phenyl 2-O-benzyl-3-O-(naphth-2-ylmethyl)-1-thio-α-D-mannopyranoside

: 911811-34-2
1-cyclohexyl-2-O-benzyl-4,6-O-[1-cyano-2-(2-iodophenyl)]ethylidene-β-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: CSA; 2-(2-iodophenyl)-ethylacetate / CH₂Cl₂ / 4 h / 0 °C

1.2: 68 percent / BF₃*OEt₂ / CH₂Cl₂ / 20 °C

2.1: diphenyl sulfoxide; TTBP; triflic anhydride / molecular sieves 3 Angstroem / CH₂Cl₂ / 0.75 h / -70 - -20 °C

2.2: CH₂Cl₂ / 1 h / -70 °C

3.1: DDQ / CH₂Cl₂; H₂O / 3.5 h / 0 - 20 °C

With trifluoromethylsulfonic anhydride; 1,1'-sulfinylbisbenzene; camphor-10-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 4-(2-iodophenyl)butanoic acid; 3 A molecular sieve; In dichloromethane; water;
DOI:10.1021/ol061706m