(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol
CAS No.:115094-70-7
Molecular Formula:C₄₈H₅₄O₁₀
Molecular Weight:790.951
Hs Code.:

(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

Synonyms:(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

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Chemical Property of (2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

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Technology Process of (2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

There total 7 articles about (2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-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: 89.0%

: 115117-20-9
(1S,2S)-2-Benzyloxy-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-1-[(S)-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-oxiranyl]-ethanol

: 115094-70-7
(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

Guidance literature:: With camphor-10-sulfonic acid; water; In dichloromethane; Ambient temperature;
DOI:10.1021/jo00249a056

Reference yield:

: 115094-69-4
(1S,2R)-1-Benzyloxy-1-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-but-3-en-2-ol

: 115094-70-7
(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1: MCPBA / CH₂Cl₂ / Ambient temperature

2: 89 percent / CSA, H₂O / CH₂Cl₂ / Ambient temperature

With camphor-10-sulfonic acid; water; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1021/jo00249a056

Reference yield:

: 92413-82-6,92470-97-8,115224-34-5,115224-37-8
2-bromo-3-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)propene

: 115094-70-7
(2R,3S,4S,5R)-4-Benzyloxy-2,5-bis-hydroxymethyl-2-((2R,3S,4R,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-ylmethyl)-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) t-BuLi, 2.) I₂ / 1.) THF, -78 deg C, 2.) THF, -78 deg C

2: 1.) NiCl₂, CrCl₂, 2.) (EtO₂CN=)2, PPh₃, PhCO₂H, 3.) K₂CO₃

3: MCPBA / CH₂Cl₂ / Ambient temperature

4: 89 percent / CSA, H₂O / CH₂Cl₂ / Ambient temperature

With chromium dichloride; camphor-10-sulfonic acid; water; iodine; tert.-butyl lithium; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; benzoic acid; nickel dichloride; diethylazodicarboxylate; In dichloromethane;
DOI:10.1021/jo00249a056