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

Base Information

Chemical Name:S-ethyl 2-O-benzyl-4,6-O-(α-methoxycarbonyl)benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside
CAS No.:733001-99-5
Molecular Formula:C₃₅H₃₆O₇S
Molecular Weight:600.733
Hs Code.:

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

There total 4 articles about S-ethyl 2-O-benzyl-4,6-O-(α-methoxycarbonyl)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: 43.0%

: 85810-81-7
methyl acetyl of methyl phenylglyoxylate

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

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

: 733001-99-5
S-ethyl 2-O-benzyl-4,6-O-(α-methoxycarbonyl)benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: With camphor-10-sulfonic acid; In acetonitrile; for 13h; Heating;
DOI:10.1021/ja048070j

Reference yield:

: 939-26-4
2-bromomethylnaphthyl bromide

: 733001-99-5
S-ethyl 2-O-benzyl-4,6-O-(α-methoxycarbonyl)benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 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

3.1: 97 percent / neo-pentyl glycol; CSA / CH₂Cl₂ / 20 °C

4.1: 43 percent / CSA / acetonitrile / 13 h / Heating

With camphor-10-sulfonic acid; sodium hydride; di(n-butyl)tin oxide; 2,2-Dimethyl-1,3-propanediol; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja048070j

Reference yield:

: 733002-14-7
ethyl 4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

: 733001-99-5
S-ethyl 2-O-benzyl-4,6-O-(α-methoxycarbonyl)benzylidene-3-O-(2-naphthalenylmethyl)-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 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

With camphor-10-sulfonic acid; sodium hydride; 2,2-Dimethyl-1,3-propanediol; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/ja048070j