Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

Base Information

Chemical Name:Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester
CAS No.:251456-71-0
Molecular Formula:C₅₈H₆₄O₁₁
Molecular Weight:937.14
Hs Code.:

Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

Synonyms:Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

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Chemical Property of Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

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Technology Process of Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

There total 14 articles about Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-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: 65.0%

: 251456-69-6
methyl 6-O-acetyl-2,4-di-O-benzyl-3-deoxy-3-C-(1'-(2',3',4',6'-tetra-O-benzyl-1'-deoxy-α-D-mannopyranosyl)(oxythiocarbonylimidazolyl)methyl)-α-D-mannopyranoside

: 251456-71-0
Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); 2,3,4,5,6-pentafluorophenol; triphenylstannane; In toluene; for 0.5h; Heating;
DOI:10.1021/jo020339z

Reference yield: 65.0%

: Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-4-[(R)-(imidazole-1-carbothioyloxy)-((2R,3S,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-methyl]-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

: 251456-71-0
Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: With 2,2'-azobis(isobutyronitrile); 2,3,4,5,6-pentafluorophenol; triphenylstannane; In toluene; for 0.5h; Heating;
DOI:10.1016/S0040-4039(99)01604-4

Reference yield:

: 213594-43-5
1,6:3,4-dianhydro-2-O-benzyl-β-D-altropyranose

: 251456-71-0
Acetic acid (2R,3S,4S,5S,6S)-3,5-bis-benzyloxy-6-methoxy-4-((2R,3R,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrahydrofuran / 8 h / Heating

1.2: 104 mg / NaH / dimethylformamide / 2 h / 0 °C

2.1: trifluoroacetic acid

3.1: 73 mg / 4 Angstroem molecular sieves; trimethylsilyl triflate / CH₂Cl₂ / 0.75 h / 0 °C

4.1: O₃; CH₃OH / CH₂Cl₂ / -78 °C

4.2: 94 percent / (C₆H₅)3P / CH₂Cl₂ / 0.75 h / -78 - 20 °C

5.1: SmI₂ / tetrahydrofuran

6.1: 35 mg / acetonitrile / Heating

7.1: 65 percent / pentafluorophenol; triphenyltin; azo-bis-isobutyronitrile / toluene / 0.5 h / Heating

With methanol; samarium diiodide; 2,2'-azobis(isobutyronitrile); trimethylsilyl trifluoromethanesulfonate; 2,3,4,5,6-pentafluorophenol; 4 A molecular sieve; triphenylstannane; ozone; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1021/jo020339z