(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Base Information

Chemical Name:(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester
CAS No.:185380-61-4
Molecular Formula:C₆₈H₆₈O₁₂
Molecular Weight:1077.28
Hs Code.:

(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Synonyms:(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

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Chemical Property of (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

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Technology Process of (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

There total 8 articles about (2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl 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: 43.0%

: 4539-78-0
2,3,4-tri-O-benzyl-D-glucopyranosideuronic acid benzyl ester

: 59935-49-8
benzyl 2,3,4-tri-O-benzyl-α-D-glucopyranoside

: 185380-62-5
(2S,3S,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

: 185380-61-4
(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl 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

: 185380-61-4
(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 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.) aq. NaOH / 1.) 1,2-dimethoxyethane, 25 deg C, overnight, 2.) DMSO, 25 deg C, 2.5 h

6: 83 percent / NaOAc, aq. AcOH, PdCl₂ / 1.5 h / 60 °C

7: 43 percent / p-NO₂C₆H₄SO₂Cl, CF₃SO₃Ag, Et₃N / CH₂Cl₂ / 0 °C

With sodium hydroxide; Acetyl bromide; sodium methylate; sodium acetate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; triethylamine; silver carbonate; 4-Nitrobenzenesulfonyl chloride; palladium dichloride; 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

: 185380-61-4
(2S,3S,4S,5R,6S)-3,4,5-Tris-benzyloxy-6-((2R,3R,4S,5R,6S)-3,4,5,6-tetrakis-benzyloxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-2-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 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.) aq. NaOH / 1.) 1,2-dimethoxyethane, 25 deg C, overnight, 2.) DMSO, 25 deg C, 2.5 h

5: 83 percent / NaOAc, aq. AcOH, PdCl₂ / 1.5 h / 60 °C

6: 43 percent / p-NO₂C₆H₄SO₂Cl, CF₃SO₃Ag, Et₃N / CH₂Cl₂ / 0 °C

With sodium hydroxide; sodium methylate; sodium acetate; silver trifluoromethanesulfonate; sodium hydride; acetic acid; triethylamine; silver carbonate; 4-Nitrobenzenesulfonyl chloride; palladium dichloride; In methanol; dichloromethane; dimethyl sulfoxide;
DOI:10.1246/bcsj.69.3247