1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

Base Information

Chemical Name:1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol
CAS No.:322761-84-2
Molecular Formula:C₅₅H₆₈O₁₄Si
Molecular Weight:981.222
Hs Code.:

1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

Synonyms:1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

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Chemical Property of 1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

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Technology Process of 1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

There total 9 articles about 1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol 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: 93.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 322761-82-0
1,5-anhydro-2-deoxy-3-O-{2,4,6-tri-O-benzoyl-3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl}-D-arabino-hexitol

: 322761-84-2
1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1002/1522-2675(20001108)83:11<2893::AID-HLCA2893>3.0.CO;2-G

Reference yield:

: C₁₃H₁₆O₄

: 18162-48-6
tert-butyldimethylsilyl chloride

: 322761-81-9
ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate

: 322761-84-2
1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

Guidance literature:: C₁₃H₁₆O₄; ethyl 3-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-1-thio-β-D-galactopyranoside 2,4,6-tribenzoate; With trifluorormethanesulfonic acid; In dichloromethane; at -10 ℃;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 1h;

Reference yield:

: 135214-83-4
1,5-Anhydro-2-deoxy-4,6-O-(phenylmethylene)-D-arabino-hexopyranoside

: 322761-84-2
1,5-anhydro-2-deoxy-6-O-[(1,1-dimethylethyl)dimethylsilyl]-3-O-[2,4,6-tri-O-[(1S)-1-(cyclohexylmethyl)-2-oxo-2-(phenylmethoxy)ethyl]-β-D-galactopyranosyl]-D-arabino-hexitol

Guidance literature:: Multi-step reaction with 3 steps

1: CF₃SO₃H; N-iodosuccinimide / CH₂Cl₂ / -10 °C

2: 9.03 g / AcOH / H₂O / Heating

3: 93 percent / 1H-imidazol / dimethylformamide / 1 h / 20 °C

With 1H-imidazole; N-iodo-succinimide; trifluorormethanesulfonic acid; acetic acid; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/1522-2675(20001108)83:11<2893::AID-HLCA2893>3.0.CO;2-G