(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:185380-30-7
Molecular Formula:C₆₂H₆₄O₁₂
Molecular Weight:1001.18
Hs Code.:

(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 6 articles about (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl 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: 51.0%

: 75336-65-1
methyl 2,3,4-tris-O-(phenylmethyl)-α-D-glucopyranuorate

: 103130-13-8
benzyl 2,4,6-tri-O-benzyl-β-D-glucopyranoside

: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

: 185380-30-7
(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: With silver trifluoromethanesulfonate; triethylamine; 4-Nitrobenzenesulfonyl chloride; In dichloromethane; at 0 ℃;
DOI:10.1246/bcsj.69.3247

Reference yield:

: 3082-96-0,5432-32-6,7355-18-2,19231-41-5,30628-06-9,30628-07-0,40268-90-4,40268-95-9,40269-24-7,104195-05-3,108032-41-3
methyl 1,2,3,4-tetra-O-acetyl-α,β-D-glucopyranosyluronate

: 185380-30-7
(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: aq. AcBr / CHCl₃

2: Ag₂CO₃ / Ambient temperature

3: 84 percent / NaOMe / methanol / 1.5 h / Ambient temperature

4: 60 percent / NaH / dimethylsulfoxide / 0.42 h / 15 - 20 °C

5: 1.) H₂O, tris (triphenylphosphine)rhodium(I) chloride, 2.) aq. HCl / 1.) EtOH, benzene, reflux, overnight, 2.) acetone, 45 deg C, 6 h

6: 51 percent / p-NO₂C₆H₄SO₂Cl, CF₃SO₃Ag, Et₃N / CH₂Cl₂ / 0 °C

With hydrogenchloride; Wilkinson's catalyst; Acetyl bromide; water; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; triethylamine; silver carbonate; 4-Nitrobenzenesulfonyl chloride; In methanol; dichloromethane; chloroform; dimethyl sulfoxide;
DOI:10.1246/bcsj.69.3247

Reference yield:

: 57820-69-6
(3R,4S,5S,6S)-2-bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

: 185380-30-7
(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6R)-2,3,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-4-yloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: Ag₂CO₃ / Ambient temperature

2: 84 percent / NaOMe / methanol / 1.5 h / Ambient temperature

3: 60 percent / NaH / dimethylsulfoxide / 0.42 h / 15 - 20 °C

4: 1.) H₂O, tris (triphenylphosphine)rhodium(I) chloride, 2.) aq. HCl / 1.) EtOH, benzene, reflux, overnight, 2.) acetone, 45 deg C, 6 h

5: 51 percent / p-NO₂C₆H₄SO₂Cl, CF₃SO₃Ag, Et₃N / CH₂Cl₂ / 0 °C

With hydrogenchloride; Wilkinson's catalyst; water; sodium methylate; silver trifluoromethanesulfonate; sodium hydride; triethylamine; silver carbonate; 4-Nitrobenzenesulfonyl chloride; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1246/bcsj.69.3247