S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside
CAS No.:733001-97-3
Molecular Formula:C₃₃H₃₄O₅S
Molecular Weight:542.696
Hs Code.:

Synonyms:S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

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Chemical Property of S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

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Technology Process of S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

There total 1 articles about S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-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:

: 939-26-4
2-bromomethylnaphthyl bromide

: 733001-97-3
S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 4 h / Heating

1.2: dimethylformamide / 6 h / 95 °C

2.1: NaH / tetrahydrofuran / 0.5 h

2.2: 43.5 g / tetrahydrofuran

With sodium hydride; di(n-butyl)tin oxide; In tetrahydrofuran; toluene;
DOI:10.1021/ja048070j

Reference yield: 97.0%

: 733001-97-3
S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

: 733001-98-4
S-ethyl 2-O-benzyl-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With camphor-10-sulfonic acid; 2,2-Dimethyl-1,3-propanediol; In dichloromethane; at 20 ℃;
DOI:10.1021/ja048070j

Reference yield: 84.0%

: 733001-97-3
S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

: ethyl 2,4-di-O-benzyl-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: S-ethyl 2-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside; With diborane; In tetrahydrofuran; dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

With di-n-butylboron trifluoromethanesulphonate; In tetrahydrofuran; dichloromethane; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1039/c5ob00766f