(2R,3R)-3-Benzyloxy-5-oxo-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanenitrile

Base Information

Chemical Name:(2R,3R)-3-Benzyloxy-5-oxo-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanenitrile
CAS No.:845829-02-9
Molecular Formula:C₄₆H₄₇NO₈
Molecular Weight:741.881
Hs Code.:

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

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

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

There total 4 articles about (2R,3R)-3-Benzyloxy-5-oxo-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanenitrile 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: 80.0%

: 845828-99-1
(E)-(2R,3R)-3-Benzyloxy-5-methoxy-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pent-4-enenitrile

: 845829-02-9
(2R,3R)-3-Benzyloxy-5-oxo-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanenitrile

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1002/ejoc.200400498

Reference yield:

: 211925-92-7
(E)-(2R,3R,4R)-1,4-Bis-benzyloxy-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-en-2-ol

: 845829-02-9
(2R,3R)-3-Benzyloxy-5-oxo-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanenitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / PDC / acetonitrile / 20 °C

2: 80 percent / NEt₃; NH₂OH*HCl / tetrahydrofuran / 40 °C

3: 60 percent / CH₃SO₂Cl; NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

4: 80 percent / aq. HCl / tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; dipyridinium dichromate; hydroxylamine hydrochloride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/ejoc.200400498

Reference yield:

: 845828-80-0
(E)-(3S,4R)-1,4-Bis-benzyloxy-6-methoxy-3-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-hex-5-en-2-one

: 845829-02-9
(2R,3R)-3-Benzyloxy-5-oxo-2-((2R,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-pentanenitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / NEt₃; NH₂OH*HCl / tetrahydrofuran / 40 °C

2: 60 percent / CH₃SO₂Cl; NEt₃ / CH₂Cl₂ / 0.5 h / 20 °C

3: 80 percent / aq. HCl / tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; hydroxylamine hydrochloride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/ejoc.200400498