ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

Base Information

Chemical Name:ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside
CAS No.:286845-84-9
Molecular Formula:C₃₈H₄₂O₆S
Molecular Weight:626.814
Hs Code.:

Synonyms:ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

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Chemical Property of ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

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Technology Process of ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

There total 5 articles about ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-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: 80.0%

: 2746-25-0
p-Methoxybenzyl bromide

: 195192-33-7
ethyl 2,3-O-isopropylidene-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

: 286845-84-9
ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

Guidance literature:: ethyl 2,3-O-isopropylidene-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; at 0 ℃; for 2h;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield:

: 7473-36-1,13533-58-9,36400-88-1,56245-60-4,73494-52-7,73804-33-8,128946-17-8,686299-00-3
ethyl 1-thio-α-D-mannopyranoside

: 286845-84-9
ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; 4-dimethylaminopyridine

2.1: p-toluenesulfonic acid / dimethylformamide / 2 h / 20 °C

3.1: NaH / dimethylformamide / 1 h / 0 °C

3.2: 80 percent / dimethylformamide / 2 h / 0 °C

With pyridine; dmap; sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: acetalization / 3.1: Metallation / 3.2: Substitution;
DOI:10.1016/S0957-4166(99)00554-6

Reference yield:

: 128850-48-6
ethyl 1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

: 286845-84-9
ethyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-1-thio-6-O-triphenylmethyl-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: p-toluenesulfonic acid / dimethylformamide / 2 h / 20 °C

2.1: NaH / dimethylformamide / 1 h / 0 °C

2.2: 80 percent / dimethylformamide / 2 h / 0 °C

With sodium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; 1.1: acetalization / 2.1: Metallation / 2.2: Substitution;
DOI:10.1016/S0957-4166(99)00554-6