methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate
CAS No.:1093982-58-1
Molecular Formula:C₂₇H₃₁NO₈S
Molecular Weight:529.611
Hs Code.:

Synonyms:methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

There total 2 articles about methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate 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: 97.0%

: 898224-36-7
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

: 77-76-9
2,2-dimethoxy-propane

: 1093982-58-1
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With camphor-10-sulfonic acid; In dichloromethane; at 0 - 20 ℃;
DOI:10.1021/acs.orglett.0c02692

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 1093982-58-1
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 3.5 h / 0 - 20 °C

2: trimethylamine-borane; aluminum (III) chloride / tetrahydrofuran / 15 h / 0 - 20 °C / Molecular sieve

3: camphor-10-sulfonic acid / dichloromethane / 0 - 20 °C

With aluminum (III) chloride; trimethylamine-borane; camphor-10-sulfonic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/acs.orglett.0c02692

Reference yield: 90.0%

: 1093982-57-0
2-(trimethysilyl)ethyl 2-O-benzoyl-6-O-benzyl-β-D-galactopyranoside

: 1093982-58-1
methyl (phenyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-2-thio-D-glycero-β-D-galacto-2-nonulopyranosid)onate

: 1093982-60-5
2-(trimethysilyl)ethyl 2-O-benzoyl-6-O-benzyl-3-O-(methyl 5-amino-9-O-benzyl-5-N,4-O-carbonyl-3,5-dideoxy-7,8-O-isopropylidene-D-glycero-α-D-galacto-2-nonulopyranoylonate)-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trifluorormethanesulfonic acid; In dichloromethane; at -78 ℃; for 2h; Inert atmosphere; Molecular sieve;
DOI:10.1021/ja807482t