phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

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Chemical Name:phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside
CAS No.:1394170-31-0
Molecular Formula:C₃₇H₅₀O₁₂SSi
Molecular Weight:746.948
Hs Code.:

Synonyms:phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

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Chemical Property of phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

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Technology Process of phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

There total 3 articles about phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside 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: 89.0%

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: phenyl 3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

: 1394170-31-0
phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 20 ℃; for 3h; Molecular sieve; Inert atmosphere;
DOI:10.1080/10286020.2011.653348

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1394170-31-0
phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 60 °C / pH 2 - 3 / Inert atmosphere

2: 1H-imidazole / dichloromethane / Inert atmosphere; Heating

3: boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 - 20 °C / Molecular sieve; Inert atmosphere

With 1H-imidazole; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/10286020.2011.653348

Reference yield:

: 2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1
(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 1394170-31-0
phenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->2)-3-O-(tert-butyldimethysilyl)-4,6-O-benzylidene-1-deoxy-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 60 °C / pH 2 - 3 / Inert atmosphere

2: 1H-imidazole / dichloromethane / Inert atmosphere; Heating

3: boron trifluoride diethyl etherate / dichloromethane / 3 h / -78 - 20 °C / Molecular sieve; Inert atmosphere

With 1H-imidazole; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1080/10286020.2011.653348