Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

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Chemical Name:Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester
CAS No.:182812-71-1
Molecular Formula:C₃₁H₃₆Cl₃NO₁₆
Molecular Weight:784.983
Hs Code.:

Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

There total 6 articles about Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester 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: 71.0%

: 545-06-2
trichloroacetonitrile

: Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-((2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-hydroxy-tetrahydro-pyran-3-yloxy)-tetrahydro-pyran-2-ylmethyl ester

: 182812-71-1
Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With sodium hydride; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1080/07328309608005691

Reference yield:

: 613-90-1
benzoyl cyanide

: 182812-71-1
Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / Et₃N / acetonitrile / 0.5 h / 0 °C

2: 98 percent / tetrahydrofuran; 1,2-dichloro-ethane / 3 h / Heating

3: 92 percent / tributyltinhydride, AIBN / toluene / 0.25 h / Heating

4: PdCl₂, NaOAc / aq. acetic acid / 3 h

5: 71 percent / NaH / CH₂Cl₂ / 24 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; sodium hydride; triethylamine; palladium dichloride; In tetrahydrofuran; dichloromethane; acetic acid; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1080/07328309608005691

Reference yield:

: 152733-62-5
allyl O-(2,3-di-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranoside

: 182812-71-1
Benzoic acid (2S,4S,5R,6R)-4,5-diacetoxy-6-[(2R,3R,4S,5R,6R)-4,5-diacetoxy-2-acetoxymethyl-6-(2,2,2-trichloro-acetimidoyloxy)-tetrahydro-pyran-3-yloxy]-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / Et₃N / acetonitrile / 0.5 h / 0 °C

2: 98 percent / tetrahydrofuran; 1,2-dichloro-ethane / 3 h / Heating

3: 92 percent / tributyltinhydride, AIBN / toluene / 0.25 h / Heating

4: PdCl₂, NaOAc / aq. acetic acid / 3 h

5: 71 percent / NaH / CH₂Cl₂ / 24 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; sodium acetate; sodium hydride; triethylamine; palladium dichloride; In tetrahydrofuran; dichloromethane; acetic acid; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1080/07328309608005691