(3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

Base Information

Chemical Name:(3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one
CAS No.:174504-14-4
Molecular Formula:C₃₇H₃₉NO₅
Molecular Weight:577.72
Hs Code.:

Synonyms:(3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

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Chemical Property of (3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

Chemical Property:

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Technology Process of (3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

There total 1 articles about (3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one 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: 93.0%

: 77174-08-4
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)piperidin-2-one

: 106-95-6
allyl bromide

: 174504-14-4
(3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

Guidance literature:: With potassium hydroxide; tetra-(n-butyl)ammonium iodide; In dichloromethane; water;
DOI:10.1016/0040-4039(95)02237-6

Reference yield:

: 174504-14-4
(3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

: 129390-68-7
(1S,6R,7S,8R,8aR)-1-hydroxy-6,7,8-tris(benzyloxy)indolizidin-5-one

Guidance literature:: Multi-step reaction with 8 steps

1: FeCl₃

2: NH₃ / methanol

3: Dess Martin periodane

4: 85 percent

5: 70 percent / ruthenium carbene complex (5percent w/w) / toluene / 48 h / 110 °C

6: 1.) OsO₄, N-methyl morfoline N-oxide; 2.) SOCl₂ / 2.) TEA

7: NaIO₄ / RuCl₃ / H₂O; acetonitrile; CH₂Cl₂

8: 1.) NaBH₄; 2.) H₂SO₄ (20percent aq) / 1.) dimethyl acetamide; 2.) Et₂O

With sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; thionyl chloride; sulfuric acid; ammonia; iron(III) chloride; Dess-Martin periodane; 4-methylmorpholine N-oxide; ruthenium trichloride; ruthenium carbene complex (5percent w/w); In methanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1016/0040-4039(95)02237-6

Reference yield:

: 174504-14-4
(3R,4S,5R,6R)-1-Allyl-3,4,5-tris-benzyloxy-6-benzyloxymethyl-piperidin-2-one

: 174504-18-8
(6R,7S,8R,8aR)-6,7,8-Tris-benzyloxy-6,7,8,8a-tetrahydro-3H-indolizin-5-one

Guidance literature:: Multi-step reaction with 5 steps

1: FeCl₃

2: NH₃ / methanol

3: Dess Martin periodane

4: 85 percent

5: 70 percent / ruthenium carbene complex (5percent w/w) / toluene / 48 h / 110 °C

With ammonia; iron(III) chloride; Dess-Martin periodane; ruthenium carbene complex (5percent w/w); In methanol; toluene;
DOI:10.1016/0040-4039(95)02237-6