(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

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Chemical Name:(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran
CAS No.:365455-39-6
Molecular Formula:C₅₄H₅₅NO₁₁
Molecular Weight:894.031
Hs Code.:

(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

Synonyms:(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

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Chemical Property of (2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

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Technology Process of (2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

There total 6 articles about (2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran 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: 88.0%

: 366799-53-3
(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

: 365455-39-6
(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

Guidance literature:: (2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran; With nitric acid; acetic anhydride; at -50 - -22 ℃;

With triethylamine; In dichloromethane;
DOI:10.1002/1521-3773(20010716)40:14<2654::AID-ANIE2654>3.0.CO;2-L

Reference yield:

: 100-39-0
benzyl bromide

: 365455-39-6
(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide

2.1: Ac₂O; conc. HNO₃ / -50 - -22 °C

2.2: 88 percent / Et₃N / CH₂Cl₂

With nitric acid; acetic anhydride; sodium hydride; In N,N-dimethyl-formamide;
DOI:10.1002/1521-3773(20010716)40:14<2654::AID-ANIE2654>3.0.CO;2-L

Reference yield:

: 130177-78-5
O-(2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-galactopyranosyl) trichloroacetimidate

: 365455-39-6
(2R,3R,4R)-3-Benzyloxy-2-benzyloxymethyl-5-nitro-4-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,4-dihydro-2H-pyran

Guidance literature:: Multi-step reaction with 5 steps

1.1: 75 percent / Sn(OTf)2 / CH₂Cl₂; acetonitrile / 0.17 h / -20 °C

2.1: TBAF / tetrahydrofuran

3.1: NaOMe / methanol

4.1: NaH / dimethylformamide

5.1: HNO₃; Ac₂O

5.2: 75 percent / Et₃N / CH₂Cl₂

With tin(II) trifluoromethanesulfonate; tetrabutyl ammonium fluoride; nitric acid; sodium methylate; acetic anhydride; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-2004-817790