(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol
CAS No.:130136-33-3
Molecular Formula:C₄₉H₅₄O₁₀
Molecular Weight:802.962
Hs Code.:

Synonyms:(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

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Chemical Property of (2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

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Technology Process of (2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

There total 10 articles about (2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-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: 94.0%

: 130177-82-1
allyl 2-O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-galactopyranosyl)-3,4-di-O-benzyl-β-D-xylopyranoside

: 130136-33-3
(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: With sodium methylate; In methanol;
DOI:10.1016/S0040-4039(00)89019-X

Reference yield:

: 100-39-0
benzyl bromide

: 130136-33-3
(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium hydride / 1.) N,N-dimethylformamide, 2 h, room temperature, 2.) 12 h

2: 2,6-dimethylpyridinium perchlorate / 1,2-dichloro-ethane; chlorobenzene / 40 h / 85 °C

3: 2 M sodium methoxide / methanol / 1 h / Ambient temperature

4: 83 percent / silver triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

5: MeONa / methanol

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; 2,6-lutidinium perchlorate; sodium hydride; In methanol; dichloromethane; 1,2-dichloro-ethane; chlorobenzene;
DOI:10.1016/0008-6215(90)80143-Q

Reference yield:

: 82977-21-7,799794-98-2
(3aR,6R,7S,7aR)-2-Ethoxy-2-methyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-6,7-diol

: 130136-33-3
(2S,3R,4R,5S,6R)-2-((2R,3R,4S,5R)-2-Allyloxy-4,5-bis-benzyloxy-tetrahydro-pyran-3-yloxy)-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) sodium hydride / 1.) N,N-dimethylformamide, 2 h, room temperature, 2.) 12 h

2: 2,6-dimethylpyridinium perchlorate / 1,2-dichloro-ethane; chlorobenzene / 40 h / 85 °C

3: 2 M sodium methoxide / methanol / 1 h / Ambient temperature

4: 83 percent / silver triflate, molecular sieves 4 Angstroem / CH₂Cl₂ / Ambient temperature

5: MeONa / methanol

With 4 A molecular sieve; sodium methylate; silver trifluoromethanesulfonate; 2,6-lutidinium perchlorate; sodium hydride; In methanol; dichloromethane; 1,2-dichloro-ethane; chlorobenzene;
DOI:10.1016/0008-6215(90)80143-Q