(11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone

Base Information

• Chemical Name: (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone
• CAS No.: 197853-54-6
• Molecular Formula: C₈₁H₁₁₂O₂₁
• Molecular Weight: 1421.77

Synonyms:(11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone

Chemical Property of (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone

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Technology Process of (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone

There total 2 articles about (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone 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: 86.0%

(S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone (180782-81-4) + ethyl O-[2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl]-(1->3)-2,4-di-O-[2(S)-methylbutyryl]-1-thio-α-L-rhamnopyranoside (197853-53-5) → (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3glu-lactone (197853-54-6)

Guidance literature:

With N-iodo-succinimide; silver trifluoromethanesulfonate; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1002/anie.199723441

Reference yield:

(S)-2-Methylbutyric acid (1730-91-2) + (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-(α-L-rhamnopyranosyl)-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3glu-lactone (197916-21-5) → (11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3glu-lactone (197853-54-6)

Guidance literature:

With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In benzene; for 2.5h;

DOI:10.1021/jo971413u

Reference yield: 80.0%

(11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-[2,4-di-O-[(2S)-2-methylbutyryl]-α-L-rhamnopyranosyl]-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3glu-lactone (197853-54-6) → C71H104O21

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; for 4h; Heating;

DOI:10.1002/anie.199723441

upstream raw materials:

(S)-1-(hydroxycarbonyl)pentadec-10-yl O-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranoside 1,3-(B)-lactone

ethyl O-[2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl]-(1->3)-2,4-di-O-[2(S)-methylbutyryl]-1-thio-α-L-rhamnopyranoside

(S)-2-Methylbutyric acid

(11S)-11-[[(2,3,4-tri-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-(α-L-rhamnopyranosyl)-(1->2)-(4,6-O-benzylidene-β-D-glucopyranosyl)-(1->2)-3,4-O-isopropylidene-β-D-fucopyranosyl]oxy]hexadecanoic acid 3_glu-lactone

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