(-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

Base Information

Chemical Name:(-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol
CAS No.:475650-88-5
Molecular Formula:C₅₁H₆₈O₈
Molecular Weight:809.096
Hs Code.:

Synonyms:(-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

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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-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

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Technology Process of (-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

There total 19 articles about (-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-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: 94.0%

: 475650-92-1
(-)-6-O-allyl-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

: 475650-88-5
(-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

Guidance literature:: With sodium acetate; acetic acid; palladium dichloride; In tetrahydrofuran; at 20 ℃; for 18h;
DOI:10.1016/S0960-894X(02)00301-3

Reference yield:

: 33021-17-9
(-)-2,3:4,5-di-O-cyclohexylidene-myo-inositol

: 475650-88-5
(-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

Guidance literature:: Multi-step reaction with 8 steps

1.1: NaH / dimethylformamide / 3 h / 20 °C

2.1: 1.98 g / acetyl chloride / methanol; CH₂Cl₂ / 0.17 h / 20 °C

3.1: Bu₂SnO / toluene / 2.5 h / Heating

3.2: 71 percent / CsF / dimethylformamide / 16 h / 20 °C

4.1: NaH / dimethylformamide / 3 h / 20 °C

5.1: 1.37 g / acetyl chloride / methanol; CH₂Cl₂ / 2 h / 20 °C

6.1: Bu₂SnO / toluene / 2.5 h / Heating

6.2: 94 percent / CsF; NaI / dimethylformamide / 17 h / -10 - 20 °C

7.1: 2.2 g / DMAP; DCC / CH₂Cl₂ / 24 h / 20 °C

8.1: 94 percent / acetic acid; NaOAc / PdCl₂ / H₂O / 18 h / 20 °C

With dmap; sodium acetate; sodium hydride; di(n-butyl)tin oxide; acetic acid; acetyl chloride; dicyclohexyl-carbodiimide; palladium dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo034213t

Reference yield:

: 41545-19-1
(+)-1,2:5,6-di-O-cyclohexylidene-myo-inositol

: 475650-88-5
(-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

Guidance literature:: Multi-step reaction with 8 steps

1.1: Bu₂SnO / toluene / 2.5 h / Heating

1.2: 80 percent / CsF / dimethylformamide / 16 h / 20 °C

2.1: 85 percent / NaH / dimethylformamide / 3 h / 20 °C

3.1: 60 percent / acetyl chloride / methanol; CH₂Cl₂ / 0.17 h / 20 °C

4.1: NaH / dimethylformamide / 3 h / 20 °C

5.1: 0.97 g / acetyl chloride / methanol; CH₂Cl₂ / 2 h / 20 °C

6.1: Bu₂SnO / toluene / 2.5 h / Heating

6.2: 97.5 percent / CsF / dimethylformamide / 17 h / -10 - 20 °C

7.1: 2.2 g / DMAP; DCC / CH₂Cl₂ / 24 h / 20 °C

8.1: 94 percent / acetic acid; NaOAc / PdCl₂ / H₂O / 18 h / 20 °C

With dmap; sodium acetate; sodium hydride; di(n-butyl)tin oxide; acetic acid; acetyl chloride; dicyclohexyl-carbodiimide; palladium dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo034213t