(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

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Chemical Name:(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol
CAS No.:612830-80-5
Molecular Formula:C₄₃H₅₂O₉
Molecular Weight:712.88
Hs Code.:

(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

Synonyms:(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

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Technology Process of (2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

There total 11 articles about (2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol 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: 60.0%

: 612830-76-9
(2S,4S)-4-(2',6'-anhydro-3',4',5',7'-tetra-O-benzyl-1'-deoxy-D-glycero-D-ido-heptitol-1'-yl)-2-ethoxy-6-formyl-3,4-dihydro-2H-pyran

: 612830-80-5
(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

Guidance literature:: (2S,4S)-4-(2',6'-anhydro-3',4',5',7'-tetra-O-benzyl-1'-deoxy-D-glycero-D-ido-heptitol-1'-yl)-2-ethoxy-6-formyl-3,4-dihydro-2H-pyran; With dimethylsulfide borane complex; In tetrahydrofuran; at 20 ℃; for 18h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 20 ℃; for 0.666667h;
DOI:10.1055/s-2003-39288

Reference yield:

: 120520-77-6
2-{(2R,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl] tetrahydro-2H-pyran-2-yl}acetaldehyde

: 612830-80-5
(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: 70 percent / CHCl₃ / 24 h / 60 °C

2.1: 46 percent / Eu(fod)3 / CH₂Cl₂ / 7 h / 20 °C / sonification

3.1: molecular sieves 4 Angstroem; methyl triflate / acetonitrile / 0.25 h / 20 °C

3.2: NaBH₄ / methanol / 0.25 h / 20 °C

3.3: 72 percent / AgNO₃ / acetonitrile; H₂O / 0.17 h

4.1: BH₃*S(CH₃)2 / tetrahydrofuran / 16 h / 20 °C

4.2: aq. H₂O₂; aq. NaOH / tetrahydrofuran / 0.5 h / 20 °C

With dimethylsulfide borane complex; 4 A molecular sieve; methyl trifluoromethanesulfonate; Eu(fod)3; In tetrahydrofuran; dichloromethane; chloroform; acetonitrile; 1.1: Wittig reaction / 2.1: hetero-Diels-Alder reaction;
DOI:10.1016/j.tetasy.2004.01.023

Reference yield:

: 612830-71-4
5,9-anhydro-6,7,8,10-tetra-O-benzyl-2,3,4-trideoxy-1-C-(2-thiazolyl)-D-glycero-D-ido-dec-2-enose

: 612830-80-5
(2S,3R,4S,6S)-6-Ethoxy-2-hydroxymethyl-4-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 46 percent / Eu(fod)3 / CH₂Cl₂ / 7 h / 20 °C / sonification

2.1: molecular sieves 4 Angstroem; methyl triflate / acetonitrile / 0.25 h / 20 °C

2.2: NaBH₄ / methanol / 0.25 h / 20 °C

2.3: 72 percent / AgNO₃ / acetonitrile; H₂O / 0.17 h

3.1: BH₃*S(CH₃)2 / tetrahydrofuran / 16 h / 20 °C

3.2: aq. H₂O₂; aq. NaOH / tetrahydrofuran / 0.5 h / 20 °C

With dimethylsulfide borane complex; 4 A molecular sieve; methyl trifluoromethanesulfonate; Eu(fod)3; In tetrahydrofuran; dichloromethane; acetonitrile; 1.1: hetero-Diels-Alder reaction;
DOI:10.1016/j.tetasy.2004.01.023