Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester
CAS No.:144174-65-2
Molecular Formula:C₅₃H₆₄O₁₆
Molecular Weight:957.082
Hs Code.:

Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

There total 13 articles about Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl 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: 67.0%

: 113893-72-4
2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

: 144174-61-8
methyl O-(2,4-di-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzyl-α-L-rhamnopyranoside

: 144174-65-2
Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1016/S0040-4020(01)80018-1

Reference yield:

: 135041-31-5
methyl 3-O-allyl-2,4-di-O-benzyl-α-L-rhamnopyranoside

: 144174-65-2
Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1) 1,4-diazabicyclo<2.2.2>octane, 2) mercuric chloride, mercuric oxide / 1) tris(triphenylphosphine)-rhodium(I) chloride / 1) ethanol, benzene, water, reflux, 2) acetone, water

2: 23 percent / borontrifluoride-etherate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

3: 96 percent / sodium / methanol / 1 h

4: 1) sodium hydride / 1) THF, oil, 2 h

5: 1) 1,4-diazabicyclo<2.2.2>octane, 2) mercuric chloride, mercuric oxide / 1) tris(triphenylphosphine)-rhodium(I) chloride / 1) ethanol, benzene, water, reflux, 2) acetone, water

6: 67 percent / borontrifluoride-etherate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 3 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium; sodium hydride; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)80018-1

Reference yield:

: 100-39-0
benzyl bromide

: 144174-65-2
Acetic acid (2S,3R,4R,5S,6S)-4,5-diacetoxy-2-[(2S,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-((2R,3R,4R,5S,6S)-3,5-bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-yloxy)-6-methyl-tetrahydro-pyran-4-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1) sodium hydride

2: 1) 1,4-diazabicyclo<2.2.2>octane, 2) mercuric chloride, mercuric oxide / 1) tris(triphenylphosphine)-rhodium(I) chloride / 1) ethanol, benzene, water, reflux, 2) acetone, water

3: 23 percent / borontrifluoride-etherate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 1 h / Ambient temperature

4: 96 percent / sodium / methanol / 1 h

5: 1) sodium hydride / 1) THF, oil, 2 h

6: 1) 1,4-diazabicyclo<2.2.2>octane, 2) mercuric chloride, mercuric oxide / 1) tris(triphenylphosphine)-rhodium(I) chloride / 1) ethanol, benzene, water, reflux, 2) acetone, water

7: 67 percent / borontrifluoride-etherate, molecular sieves (4 Angstroem) / CH₂Cl₂ / 3 h / Ambient temperature

With 1,4-diaza-bicyclo[2.2.2]octane; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium; sodium hydride; mercury dichloride; mercury(II) oxide; Wilkinson's catalyst; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(01)80018-1