phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

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Chemical Name:phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside
CAS No.:1378357-84-6
Molecular Formula:C₃₄H₃₆O₆S
Molecular Weight:572.722
Hs Code.:

Synonyms:phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

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Chemical Property of phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

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Technology Process of phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

There total 9 articles about phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside 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: 51.0%

: 1345664-73-4
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside

: 1345664-75-6
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-D-glycero-α-D-manno-heptopyranoside

: 1378357-84-6
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-α-D-manno-hept-6-enopyranoside; With potassium osmate(VI); tripotassium hexacyanoferrate; potassium carbonate; In water; toluene; tert-butyl alcohol; at 0 ℃; for 96h;

With potassium hydroxide; In water;

Reference yield:

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

: 1378357-84-6
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1H-imidazole / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil; methanol / 1.66 h / 0 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / water; tetrahydrofuran / 2 h / Inert atmosphere

4.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -70 °C / Inert atmosphere

4.2: 0.25 h

5.1: Methyltriphenylphosphonium bromide; n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C / Inert atmosphere

6.1: potassium carbonate; potassium osmate(VI); tripotassium hexacyanoferrate / toluene; water; tert-butyl alcohol / 96 h / 0 °C

With 1H-imidazole; potassium osmate(VI); n-butyllithium; oxalyl dichloride; tripotassium hexacyanoferrate; tetrabutyl ammonium fluoride; Methyltriphenylphosphonium bromide; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol;

Reference yield:

: 4163-65-9
per-O-acetyl-α-D-mannopyranose

: 1378357-84-6
phenyl 1-deoxy-2,3,4-tri-O-benzyl-1-thio-L-glycero-α-D-manno-heptopyranoside

Guidance literature:: Multi-step reaction with 8 steps

1.1: boron trifluoride diethyl etherate / dichloromethane / 15.75 h / 20 °C / Inert atmosphere

2.1: sodium; methanol / 2 h / Inert atmosphere

2.2: IR-120 (Amberlite H form)

3.1: 1H-imidazole / tetrahydrofuran / 18 h / 0 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil; methanol / 1.66 h / 0 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / water; tetrahydrofuran / 2 h / Inert atmosphere

6.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -70 °C / Inert atmosphere

6.2: 0.25 h

7.1: Methyltriphenylphosphonium bromide; n-butyllithium / hexane; tetrahydrofuran / -78 - 20 °C / Inert atmosphere

8.1: potassium carbonate; potassium osmate(VI); tripotassium hexacyanoferrate / toluene; water; tert-butyl alcohol / 96 h / 0 °C

With 1H-imidazole; methanol; potassium osmate(VI); n-butyllithium; oxalyl dichloride; tripotassium hexacyanoferrate; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; Methyltriphenylphosphonium bromide; sodium; sodium hydride; potassium carbonate; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; mineral oil; tert-butyl alcohol;