(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

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Chemical Name:(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside
CAS No.:1442422-57-2
Molecular Formula:C₄₀H₄₃NO₅S₂
Molecular Weight:681.917
Hs Code.:

Synonyms:(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

There total 32 articles about (2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside 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: 82.0%

: 1442422-66-3
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O,6-S-(1-cyano)benzylidene-3-O-(2-naphthalenylmethyl)-D-glycero-1,6-dithio-α-D-mannoheptopyranoside

: 1442422-57-2
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; at 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2013.04.094

Reference yield:

: 7677-24-9
trimethylsilyl cyanide

: C₃₉H₄₄O₅S₂

: 1442422-57-2
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.tet.2013.04.094

Reference yield:

: 1442422-75-4
(2-methyl-5-tert-butylphenyl) 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-3-O-(2-naphthalenylmethyl)-1-thia-α-D-mannopyranoside

: 1442422-57-2
(2-methyl-5-tert-butylphenyl) 2,7-di-O-benzyl-4-O-6-S-(1-cyano)benzylidene-D-glycero-1,6-dithio-α-D-mannohepto-pyranoside

Guidance literature:: Multi-step reaction with 12 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 - 20 °C / Inert atmosphere

2.1: oxalyl dichloride; dimethyl sulfoxide / tetrahydrofuran / 2 h / -60 - -40 °C / Inert atmosphere

2.2: 2 h / -78 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran; hexane / 1.5 h / -78 °C / Inert atmosphere

3.2: -78 - 20 °C / Inert atmosphere

4.1: copper(II) oxide; copper dichloride / dichloromethane; water / 4 h / 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4.17 h / -78 °C / Inert atmosphere

6.1: di(n-butyl)tin oxide / toluene / Inert atmosphere; Reflux

6.2: 20 h / 20 °C / Inert atmosphere

7.1: sodium hexamethyldisilazane; N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide / tetrahydrofuran / 0.2 h / -78 °C / Inert atmosphere

7.2: 20 °C / Inert atmosphere

8.1: trifluoroacetic acid; water / dichloromethane / 3 h / -35 - -25 °C / Inert atmosphere

9.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / -78 - 20 °C / Inert atmosphere

10.1: camphor-10-sulfonic acid / dichloromethane / 20 °C / Inert atmosphere

11.1: boron trifluoride diethyl etherate / dichloromethane / 4 h / 0 - 20 °C / Inert atmosphere

12.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; water; sodium hexamethyldisilazane; diisobutylaluminium hydride; di(n-butyl)tin oxide; dimethyl sulfoxide; N-(5-chloropyridin-2-yl)-1,1,1-trifluoro-N-[(trifluoromethyl)sulphonyl]methanesulphonamide; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(II) oxide; copper dichloride; In tetrahydrofuran; hexane; dichloromethane; water; toluene; 2.1: |Swern Oxidation;
DOI:10.1016/j.tet.2013.04.094