6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose

Base Information

Chemical Name:6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose
CAS No.:99212-55-2
Molecular Formula:C₅₉H₆₆O₁₁
Molecular Weight:951.166
Hs Code.:

Synonyms:6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose

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Chemical Property of 6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose

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Technology Process of 6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose

There total 15 articles about 6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose 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:

: 118893-77-9
(3aR,5S,6R,7S,7aR)-5-Furan-2-yl-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

: 99212-55-2
6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose

Guidance literature:: Multi-step reaction with 14 steps

1: H₂SO₄

2: O₃ / CH₂Cl₂; methanol / -78 °C

3: BH₃*THF

5: BF₃*Et₂O

6: NaH / dimethylformamide

7: 1.) O₃; 2.) Zn, AcOH / 1.) CH₂Cl₂, -78 deg C

8: Et₃N, DMAP / CH₂Cl₂

9: 1.) O₃; 2.) Zn, AcOH / 1.) CH₂Cl₂

10: 75 percent / MgBr₂ / CH₂Cl₂; toluene / 0 °C

11: 95 percent / NaBH₄, CeCl₃

12: 2.) K₂CO₃ / 2.) CH₃OH

13: LiBH₄ / tetrahydrofuran / Heating

14: NaH / dimethylformamide

With dmap; sodium tetrahydroborate; lithium borohydride; cerium(III) chloride; borane-THF; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; magnesium bromide; zinc; sulfuric acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00311a090

Reference yield:

: 118893-76-8
C₂₆H₂₄O₈

: 99212-55-2
6,7,8,9,10,11-hexa-O-benzyl-1,2,3,4-di-O-isopropylidene-D-glycero-D-galacto-D-galacto-undecapyranose

Guidance literature:: Multi-step reaction with 15 steps

1: K₂CO₃ / methanol

2: H₂SO₄

3: O₃ / CH₂Cl₂; methanol / -78 °C

4: BH₃*THF

6: BF₃*Et₂O

7: NaH / dimethylformamide

8: 1.) O₃; 2.) Zn, AcOH / 1.) CH₂Cl₂, -78 deg C

9: Et₃N, DMAP / CH₂Cl₂

10: 1.) O₃; 2.) Zn, AcOH / 1.) CH₂Cl₂

11: 75 percent / MgBr₂ / CH₂Cl₂; toluene / 0 °C

12: 95 percent / NaBH₄, CeCl₃

13: 2.) K₂CO₃ / 2.) CH₃OH

14: LiBH₄ / tetrahydrofuran / Heating

15: NaH / dimethylformamide

With dmap; sodium tetrahydroborate; lithium borohydride; cerium(III) chloride; borane-THF; boron trifluoride diethyl etherate; sodium hydride; potassium carbonate; ozone; acetic acid; triethylamine; magnesium bromide; zinc; sulfuric acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00311a090