(2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

Base Information

Chemical Name:(2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran
CAS No.:852620-19-0
Molecular Formula:C₃₀H₃₃NO₆
Molecular Weight:503.595
Hs Code.:

Synonyms:(2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

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Chemical Property of (2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

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Technology Process of (2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

There total 1 articles about (2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-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: 64.0%

: 106-95-6
allyl bromide

: 211621-55-5
3,4,6-tri-O-benzyl-2-nitro-D-galactal

: 852620-19-0
(2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

: (2R,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

Guidance literature:: allyl bromide; With zinc; In tetrahydrofuran; at 0 ℃; for 0.5h;

3,4,6-tri-O-benzyl-2-nitro-D-galactal; In tetrahydrofuran; at -60 - 20 ℃; for 3h;
DOI:10.1002/anie.200462413

Reference yield:

: 852620-19-0
(2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

: (2S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-3-ylamine

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1002/anie.200462413

Reference yield:

: 852620-19-0
(2S,3S,4R,5R,6R)-2-Allyl-4,5-bis-benzyloxy-6-benzyloxymethyl-3-nitro-tetrahydro-pyran

: 852620-22-5
(2R,3R,4R,4aS,9aS)-3,4-Bis-benzyloxy-2-benzyloxymethyl-3,4,4a,6,9,9a-hexahydro-2H-1-oxa-5-aza-benzocycloheptene-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran / 0 - 20 °C

2: Et₃N / CH₂Cl₂ / 3 h / 20 °C

3: 98 percent / NaH / dimethylformamide / 1 h / 0 °C

4: 94 percent / bis(tricyclohexylphosphino)(benzylidene)ruthenium dichloride / CH₂Cl₂ / 6 h / Heating

With lithium aluminium tetrahydride; Grubbs catalyst first generation; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.200462413