4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

Base Information

Chemical Name:4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride
CAS No.:129834-75-9
Molecular Formula:C₂₉H₅₀ClIO₈Si₂
Molecular Weight:745.24
Hs Code.:

Synonyms:4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

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Chemical Property of 4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

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Technology Process of 4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

There total 27 articles about 4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride 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: 100.0%

: 129834-74-8
4-<<3-O-methyl-2,4-bis-O-(triethylsilyl)-α-L-rhamnopyranosyl>oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid

: 129834-75-9
4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

Guidance literature:: With oxalyl dichloride; at 25 ℃; for 1h;

Reference yield:

: 131675-55-3
phenyl 2,4-di-O-acetyl-3-O-methyl-1-thio-α-L-rhamnopyranoside

: 129834-75-9
4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

Guidance literature:: Multi-step reaction with 6 steps

1: 68 percent / NIS; TMSOTf; 4 Angstroem molecular sieves / CH₂Cl₂; toluene / 2 h / 0 °C

2: 75 percent / TBAF / tetrahydrofuran / 4 h / 20 °C

3: 60 percent / RuCl₃*H₂O; NaIO₄ / CCl₄; acetonitrile; H₂O / 1 h / 20 °C

4: 79 percent / LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 2 h / 20 °C

5: 80 percent / DMAP; pyridine / CH₂Cl₂ / 1 h / 20 °C

6: (COCl)2 / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; ruthenium trichloride; lithium hydroxide; sodium periodate; N-iodo-succinimide; oxalyl dichloride; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; tetrabutyl ammonium fluoride; dihydrogen peroxide; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; toluene; acetonitrile; 3: Sharpless oxidation;
DOI:10.1039/b006113l

Reference yield:

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 129834-75-9
4-<(6-deoxy-3-O-methyl-2,4-O,O-bis(triethylsilyl)-α-L-mannopyranosyl)oxy>-5-iodo-2,3-dimethoxy-6-methylbenzoic acid chloride

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / DMAP; pyridine / CH₂Cl₂ / 1 h / 20 °C

2: (COCl)2 / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; oxalyl dichloride; In dichloromethane;
DOI:10.1039/b006113l