S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside
CAS No.:733002-01-2
Molecular Formula:C₃₃H₃₄ClIO₇S₂
Molecular Weight:769.118
Hs Code.:

Synonyms:S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

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Chemical Property of S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

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Technology Process of S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

There total 7 articles about S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside 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:

: 79-04-9
chloroacetyl chloride

: (2S,4aR,6R,7S,8S,8aS)-7-Benzyloxy-6-ethylsulfanyl-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-2-carbothioic acid S-[2-(2-iodo-phenyl)-ethyl] ester

: 733002-01-2
S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: With pyridine; In diethyl ether; at 20 ℃; for 1.5h;
DOI:10.1021/ja048070j

Reference yield:

: 100-39-0
benzyl bromide

: 733002-01-2
S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaH / tetrahydrofuran / 0.5 h

1.2: 43.5 g / tetrahydrofuran

2.1: 97 percent / neo-pentyl glycol; CSA / CH₂Cl₂ / 20 °C

3.1: 43 percent / CSA / acetonitrile / 13 h / Heating

4.1: Me₃Al / toluene; hexane / 0.5 h / 0 °C

4.2: 82 percent / toluene; hexane / 4 h / Heating

5.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 2 h / 20 °C

6.1: 1.46 g / pyridine / diethyl ether / 1.5 h / 20 °C

With pyridine; camphor-10-sulfonic acid; water; trimethylaluminum; sodium hydride; 2,2-Dimethyl-1,3-propanediol; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja048070j

Reference yield:

: 177748-62-8
2-(2-iodophenyl)-1-ethanethiol

: 733002-01-2
S-ethyl 2-O-benzyl-3-O-chloroacetyl-4,6-O-[α-2-(2-iodophenyl)ethylthiocarbonyl]benzylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: Me₃Al / toluene; hexane / 0.5 h / 0 °C

1.2: 82 percent / toluene; hexane / 4 h / Heating

2.1: 2,3-dichloro-5,6-dicyano-1,4-benzoquinone; H₂O / CH₂Cl₂ / 2 h / 20 °C

3.1: 1.46 g / pyridine / diethyl ether / 1.5 h / 20 °C

With pyridine; water; trimethylaluminum; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1021/ja048070j