(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol
CAS No.:139195-50-9
Molecular Formula:C₅₆H₅₈O₁₀
Molecular Weight:891.071
Hs Code.:

(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

Synonyms:(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

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Chemical Property of (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

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Technology Process of (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

There total 5 articles about (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-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: 69.0%

: (3R,4S,5R,6R)-3,4,5-Tris-benzyloxy-6-benzyloxymethyl-2-[(2R,3R,4S,5R,6S)-4,5-bis-benzyloxy-6-methoxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-ylethynyl]-tetrahydro-pyran-2-ol

: 139195-50-9
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile; at 0 ℃;
DOI:10.1021/jo00022a039

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 139195-50-9
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -50 deg C to 0 deg C, 1 min, 2.) THF, -50 deg C, 30 min

2: 69 percent / triethylsilane / BF₃*Et₂O / acetonitrile; CH₂Cl₂ / 0 °C

With triethylsilane; n-butyllithium; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile;
DOI:10.1021/jo00022a039

Reference yield:

: 90633-95-7,94827-31-3,90633-90-2
methyl 2,3-bis-O-benzyl-4-O-[(4-methoxyphenyl)methyl]-α-D-glucopyranoside

: 139195-50-9
(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-6-methoxy-2-((2S,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylethynyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: DMSO, (COCl)2, NEt₃ / CH₂Cl₂

2: 1.) Ph₃P / 1.) CH₂Cl₂, room temperature, 20 min, 2.) CH₂Cl₂, a) 0 deg C, 5 min, b) room temperature, 25 min

3: 1.) n-BuLi / 1.) THF, -50 deg C to 0 deg C, 1 min, 2.) THF, -50 deg C, 30 min

4: 69 percent / triethylsilane / BF₃*Et₂O / acetonitrile; CH₂Cl₂ / 0 °C

With triethylsilane; n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; triphenylphosphine; boron trifluoride diethyl etherate; In dichloromethane; acetonitrile;
DOI:10.1021/jo00022a039