D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

Base Information

Chemical Name:D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol
CAS No.:200272-91-9
Molecular Formula:C₂₇H₃₂O₈S
Molecular Weight:516.612
Hs Code.:

Synonyms:D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

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Chemical Property of D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

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Technology Process of D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

There total 13 articles about D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol 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:

: 933-40-4
cycloxexanone dimethyl ketal

: 200272-91-9
D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / H₂SO₄ / dimethylformamide / 12 h / Ambient temperature

2: 90 percent / triphenylphosphine, carbon tetrachloride, pyridine / 8 h / 60 °C

3: 1.) potassium hydroxide, benzyltrimethylammonium chloride / 1.) CH₂Cl₂, 10 min, 2.) CH₂Cl₂, 12 h

4: 60 percent / sodium hydride / dimethylformamide / 3 h / 110 °C

5: 1.) HgCl₂, 2.) thiourea / 1.) acetone-d6, D₂O, 20 min, 2.) acetone-d6, D₂O

6: 30 percent / lithium tri-terbutoxyaluminiumhydride / tetrahydrofuran / -40 °C / other reagent: cerium(III) chloride heptahydrate, sodium borohydride

7: pyridine / 2 h

8: 407 mg / pyridine, mesyl chloride / 2 h / Ambient temperature

With pyridine; tetrachloromethane; potassium hydroxide; sulfuric acid; benzyltrimethylammonium chloride; sodium hydride; methanesulfonyl chloride; lithium tri-t-butoxyaluminum hydride; thiourea; triphenylphosphine; mercury dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10101-6

Reference yield:

: 100-39-0
benzyl bromide

: 200272-91-9
D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) potassium hydroxide, benzyltrimethylammonium chloride / 1.) CH₂Cl₂, 10 min, 2.) CH₂Cl₂, 12 h

2: 60 percent / sodium hydride / dimethylformamide / 3 h / 110 °C

3: 1.) HgCl₂, 2.) thiourea / 1.) acetone-d6, D₂O, 20 min, 2.) acetone-d6, D₂O

4: 30 percent / lithium tri-terbutoxyaluminiumhydride / tetrahydrofuran / -40 °C / other reagent: cerium(III) chloride heptahydrate, sodium borohydride

5: pyridine / 2 h

6: 407 mg / pyridine, mesyl chloride / 2 h / Ambient temperature

With pyridine; potassium hydroxide; benzyltrimethylammonium chloride; sodium hydride; methanesulfonyl chloride; lithium tri-t-butoxyaluminum hydride; thiourea; mercury dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10101-6

Reference yield:

: 200272-72-6
methyl 6-chloro-3,4-O-cyclohexylidene-6-deoxy-β-D-galactopyranoside

: 200272-91-9
D-3-O-benzoyl-6-O-benzyl-1,2-O-cyclohexylidene-4-deoxy-5-O-mesyl-neo-inositol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) potassium hydroxide, benzyltrimethylammonium chloride / 1.) CH₂Cl₂, 10 min, 2.) CH₂Cl₂, 12 h

2: 60 percent / sodium hydride / dimethylformamide / 3 h / 110 °C

3: 1.) HgCl₂, 2.) thiourea / 1.) acetone-d6, D₂O, 20 min, 2.) acetone-d6, D₂O

4: 30 percent / lithium tri-terbutoxyaluminiumhydride / tetrahydrofuran / -40 °C / other reagent: cerium(III) chloride heptahydrate, sodium borohydride

5: pyridine / 2 h

6: 407 mg / pyridine, mesyl chloride / 2 h / Ambient temperature

With pyridine; potassium hydroxide; benzyltrimethylammonium chloride; sodium hydride; methanesulfonyl chloride; lithium tri-t-butoxyaluminum hydride; thiourea; mercury dichloride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10101-6