1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

Base Information

Chemical Name:1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose
CAS No.:1337559-33-7
Molecular Formula:C₃₈H₆₇NO₈
Molecular Weight:665.952
Hs Code.:

Synonyms:1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

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Chemical Property of 1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

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Technology Process of 1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

There total 6 articles about 1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose 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: 92.0%

: 1337559-32-6
1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose

: 1337559-33-7
1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

Guidance literature:: With boron trifluoride diethyl etherate; ethanethiol; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1021/jo201450s

Reference yield:

: 1233497-19-2
(R)-heptadec-1-en-3-ol

: 1337559-33-7
1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 4 steps

1.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / 45 °C / Inert atmosphere

2.1: titanium(IV) isopropylate; Cumene hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / -40 - -20 °C / Inert atmosphere; Molecular sieve

3.1: sodium azide; water; ammonium chloride / ethyl methyl ether / 20 h / 110 °C / Inert atmosphere

3.2: 20 h / Inert atmosphere; Reflux

3.3: 48 h / 20 °C / Inert atmosphere

4.1: boron trifluoride diethyl etherate; ethanethiol / 24 h / 20 °C / Inert atmosphere

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) isopropylate; sodium azide; Cumene hydroperoxide; boron trifluoride diethyl etherate; water; D-(-)-diisopropyl tartrate; ammonium chloride; ethanethiol; In ethyl methyl ether; dichloromethane; 2.1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo201450s

Reference yield:

: 1337559-27-9
1-deoxy-1-[(4'R,2'E)-4'-hydroxy-2'-octadecenyl]-2,3,4,6-tetra-O-benzyl-α-D-galactopyranose

: 1337559-33-7
1-deoxy-1-[(2'S,3'S,4'R)-2'-(N-(8''-phenyloctanoyl)amino)-3',4'-dihydroxyoctadecyl]-α-D-galactopyranose

Guidance literature:: Multi-step reaction with 3 steps

1.1: titanium(IV) isopropylate; Cumene hydroperoxide; D-(-)-diisopropyl tartrate / dichloromethane / -40 - -20 °C / Inert atmosphere; Molecular sieve

2.1: sodium azide; water; ammonium chloride / ethyl methyl ether / 20 h / 110 °C / Inert atmosphere

2.2: 20 h / Inert atmosphere; Reflux

2.3: 48 h / 20 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate; ethanethiol / 24 h / 20 °C / Inert atmosphere

With titanium(IV) isopropylate; sodium azide; Cumene hydroperoxide; boron trifluoride diethyl etherate; water; D-(-)-diisopropyl tartrate; ammonium chloride; ethanethiol; In ethyl methyl ether; dichloromethane; 1.1: Sharpless asymmetric epoxidation;
DOI:10.1021/jo201450s