(1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

Base Information

Chemical Name:(1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)
CAS No.:1574347-64-0
Molecular Formula:C₃₀H₆₀NO₉P
Molecular Weight:609.781
Hs Code.:

Synonyms:(1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

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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 (1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

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Technology Process of (1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

There total 5 articles about (1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate) 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: 77.0%

: 1574347-77-5
triethylammonium (1R,2R)-1-O-(2-azido-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

: 1574347-64-0
(1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

Guidance literature:: With Pd(OH)2/C; hydrogen; In tetrahydrofuran; methanol; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1039/c3ob42164c

Reference yield:

: 1574347-72-0
(1R,2R)-1-O-(2-azido-3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyranosyl)cyclohexanediol

: 1574347-64-0
(1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

Guidance literature:: Multi-step reaction with 3 steps

1.1: pivaloyl chloride; pyridine / 2 h / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

2.1: sodium methylate; methanol / dichloromethane / 3 h / 20 °C / Inert atmosphere

3.1: Pd(OH)2/C; hydrogen / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

With pyridine; methanol; Pd(OH)2/C; hydrogen; sodium methylate; pivaloyl chloride; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1039/c3ob42164c

Reference yield:

: 145840-43-3
3,4,6-tri-O-acetyl-2-azido-2-deoxy-D-glucopyranosyl trichloroacetimidate

: 1574347-64-0
(1R,2R)-1-O-(2-amino-2-deoxy-α-D-glucopyranosyl)cyclohexanediol 2-(n-octadecylphosphate)

Guidance literature:: Multi-step reaction with 4 steps

1.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether; dichloromethane / 2 h / 20 °C / Molecular sieve; Inert atmosphere

2.1: pivaloyl chloride; pyridine / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: sodium methylate; methanol / dichloromethane / 3 h / 20 °C / Inert atmosphere

4.1: Pd(OH)2/C; hydrogen / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

With pyridine; methanol; trimethylsilyl trifluoromethanesulfonate; Pd(OH)2/C; hydrogen; sodium methylate; pivaloyl chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane;
DOI:10.1039/c3ob42164c