(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

Base Information

Chemical Name:(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole
CAS No.:193154-23-3
Molecular Formula:C₄₁H₃₉NO₅
Molecular Weight:625.764
Hs Code.:

Synonyms:(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

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Chemical Property of (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

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Technology Process of (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

There total 1 articles about (3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole 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: 63.0%

: 169824-26-4
1,2-anhydro-3,4-di-O-benzyl-6-O-trityl-α-D-glucopyranoside

: 75-05-8,26809-02-9
acetonitrile

: 193154-23-3
(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

Guidance literature:: With zinc(II) chloride; In tetrahydrofuran; for 2h;
DOI:10.1002/chem.19970030614

Reference yield:

: 193154-23-3
(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

: 193154-24-4
2-O-acetyl-3,4-di-O-benzyl-6-O-trityl-β-D-glucopyranosylamine

Guidance literature:: With sulfuric acid; In tetrahydrofuran; for 0.5h; Yield given;
DOI:10.1002/chem.19970030614

Reference yield:

: 193154-23-3
(3aS,5R,6R,7S,7aR)-6,7-Bis-benzyloxy-2-methyl-5-trityloxymethyl-5,6,7,7a-tetrahydro-3aH-pyrano[2,3-d]oxazole

: 193154-28-8
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-hydroxymethyl-2-(4,5,6,7-tetrachloro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. H₂SO₄ / tetrahydrofuran / 0.5 h

2: 1.) Et₃N, 2.) pyridine / 1.) CH₂Cl₂, 1 h, 2.) 12 h

3: 89 percent / p-TsOH / methanol; CH₂Cl₂ / 2 h

With pyridine; sulfuric acid; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/chem.19970030614