(3R,4S,5S,6S)-6-hydroxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)piperidin-2-one

Base Information

Chemical Name:(3R,4S,5S,6S)-6-hydroxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)piperidin-2-one
CAS No.:76670-95-6
Molecular Formula:C₃₄H₃₅NO₆
Molecular Weight:553.655
Hs Code.:
DSSTox Substance ID:DTXSID50450692
Wikidata:Q82270496

Synonyms:76670-95-6;DTXSID50450692;AG-H-06120

Suppliers and Price of (3R,4S,5S,6S)-6-hydroxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)piperidin-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4S,5S,6S)-6-hydroxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)piperidin-2-one

Chemical Property:

XLogP3:4.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:13
Exact Mass:553.24643784
Heavy Atom Count:41
Complexity:756

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:C1=CC=C(C=C1)COCC2(C(C(C(C(=O)N2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5)O
Isomeric SMILES:C1=CC=C(C=C1)COC[C@@]2([C@H]([C@@H]([C@H](C(=O)N2)OCC3=CC=CC=C3)OCC4=CC=CC=C4)OCC5=CC=CC=C5)O

Technology Process of (3R,4S,5S,6S)-6-hydroxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)piperidin-2-one

There total 6 articles about (3R,4S,5S,6S)-6-hydroxy-3,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)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: 59.0%

: 76670-94-5
2,3,4,6-tetra-O-benzyl-5-dehydro-5-oxo-D-gluconamide

: 76738-51-7
(3R,4S,5S,6R)-6-Hydroxy-3,4,5-tris(benzyloxy)-6-<(benzyloxy)methyl>piperidin-2-one

: 76670-95-6
(3R,4S,5S,6S)-6-Hydroxy-3,4,5-tris(benzyloxy)-6-<(benzyloxy)methyl>piperidin-2-one

Guidance literature:: With ammonium hydroxide; In methanol; for 2h;
DOI:10.1016/S0040-4020(01)86715-6

Reference yield: 32.0%

: 76670-94-5
2,3,4,6-tetra-O-benzyl-5-dehydro-5-oxo-D-gluconamide

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

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

: 76670-95-6
(3R,4S,5S,6S)-6-Hydroxy-3,4,5-tris(benzyloxy)-6-<(benzyloxy)methyl>piperidin-2-one

: 2,3,4,6-Tetra-O-benzyl-D-talono-1,5-lactone

Guidance literature:: With sodium cyanoborohydride; trifluoroacetic acid; In acetonitrile; at 20 ℃; for 16h;
DOI:10.1135/cccc19990673

Reference yield:

: 13096-62-3
(3R,4S,5R,6R)-3,4,5-tris(benzyloxy)-6-((benzyloxy)methyl)tetrahydro-2H-pyran-2-one

: 76670-95-6
(3R,4S,5S,6S)-6-Hydroxy-3,4,5-tris(benzyloxy)-6-<(benzyloxy)methyl>piperidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 8 N ammonia / methanol / 1.5 h

2: 2.9 g / dimethyl sulfoxide, acetic anhydride / 12 h

3: 59 percent / 8 M ammonia / methanol / 2 h

With ammonium hydroxide; acetic anhydride; dimethyl sulfoxide; In methanol;
DOI:10.1016/S0040-4020(01)86715-6