2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

Base Information

Chemical Name:2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside
CAS No.:855181-59-8
Molecular Formula:C₄₇H₈₁O₁₁P
Molecular Weight:853.127
Hs Code.:

Synonyms:2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

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Chemical Property of 2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

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Technology Process of 2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

There total 8 articles about 2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside 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:

: 288402-98-2
(R)-1-methanesulfonyloxy-3-(4-methoxybenzyloxy)tetradecane

: 855181-59-8
2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

2: OsO₄; sodium periodate / acetone; H₂O / 4 h / 20 °C

3: 1.05 g / NaBH₄ / ethanol / 1 h / 20 °C

4: 1H-tetrazole / tetrahydrofuran / 4 h / 20 °C

5: 1.07 g / H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 °C

6: 90 percent / 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile / CH₂Cl₂; H₂O / 1.5 h / 20 °C

With 1H-tetrazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; dihydrogen peroxide; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2005.03.034

Reference yield:

: 637354-71-3
allyl 3-O-dodecyl-α-D-glucopyranoside

: 855181-59-8
2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / 4-methylbenzenesulfonic acid monohydrate / dimethylformamide / 16 h / 20 °C

2: 67 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

3: OsO₄; sodium periodate / acetone; H₂O / 4 h / 20 °C

4: 1.05 g / NaBH₄ / ethanol / 1 h / 20 °C

5: 1H-tetrazole / tetrahydrofuran / 4 h / 20 °C

6: 1.07 g / H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 °C

7: 90 percent / 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile / CH₂Cl₂; H₂O / 1.5 h / 20 °C

With 1H-tetrazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; p-toluenesulfonic acid monohydrate; dihydrogen peroxide; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2005.03.034

Reference yield:

: 855181-45-2
allyl 4,6-O-benzylidene-3-O-dodecyl-α-D-glucopyranoside

: 855181-59-8
2-[bis(allyloxy)phosphoryloxy]ethyl 4,6-O-benzylidene-3-O-dodecyl-2-O-[(R)-3-hydroxytetradecyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 67 percent / sodium hydride / dimethylformamide / 6 h / 20 °C

2: OsO₄; sodium periodate / acetone; H₂O / 4 h / 20 °C

3: 1.05 g / NaBH₄ / ethanol / 1 h / 20 °C

4: 1H-tetrazole / tetrahydrofuran / 4 h / 20 °C

5: 1.07 g / H₂O₂ / tetrahydrofuran; H₂O / 1 h / 0 °C

6: 90 percent / 4,5-dichloro-3,6-dioxocyclohexa-1,4-diene-1,2-dicarbonitrile / CH₂Cl₂; H₂O / 1.5 h / 20 °C

With 1H-tetrazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; dihydrogen peroxide; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/j.tet.2005.03.034