1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

Base Information

Chemical Name:1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol
CAS No.:492470-84-5
Molecular Formula:C₄₇H₅₁NO₁₁
Molecular Weight:805.922
Hs Code.:

1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

Synonyms:1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

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Chemical Property of 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

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Technology Process of 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

There total 8 articles about 1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol 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: 48.0%

: 94273-27-5
2,5-anhydro-3,4,6-tris-O-(phenylmethyl)-D-mannose

: 492470-85-6
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-methoxy-5-nitromethyl-tetrahydro-furan

: 492470-84-5
1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

Guidance literature:: With potassium fluoride; 18-crown-6 ether; In acetonitrile; at 20 ℃; for 3.5h;
DOI:10.1016/S0040-4039(02)01760-4

Reference yield:

: 16896-03-0,16896-04-1,30589-89-0,53496-31-4,70831-62-8,103476-40-0,128821-26-1
methyl 2,3-di-O-benzyl-α-D-arabinofuranoside

: 492470-84-5
1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / I₂; imidazole; PPh₃ / toluene / 1.5 h / Heating

2: 68 percent / NaNO₂; phloroglucinol*H₂O / dimethylsulfoxide / 72 h / 20 °C

3: 48 percent / KF; 18-C-6 / acetonitrile / 3.5 h / 20 °C

With 1H-imidazole; potassium fluoride; 3,5-dihydroxyphenol; 18-crown-6 ether; iodine; triphenylphosphine; sodium nitrite; In dimethyl sulfoxide; toluene; acetonitrile;
DOI:10.1016/S0040-4039(02)01760-4

Reference yield:

: 100-39-0
benzyl bromide

: 492470-84-5
1-((2R,3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-2-((2R,3R,4S,5S)-3,4-bis-benzyloxy-5-methoxy-tetrahydro-furan-2-yl)-2-nitro-ethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / Ag₂O / CH₂Cl₂ / 10 h / 20 °C

2.1: 88 percent / NaOMe / methanol / 0.5 h / 20 °C

3.1: 84 percent / NaH / dimethylformamide / 1.5 h / 0 °C

4.1: DMSO; (COCl)2 / CH₂Cl₂ / -78 °C

4.2: 95 percent / CH₂Cl₂ / 0.5 h

5.1: 48 percent / KF; 18-C-6 / acetonitrile / 3.5 h / 20 °C

With potassium fluoride; oxalyl dichloride; 18-crown-6 ether; sodium methylate; sodium hydride; dimethyl sulfoxide; silver(l) oxide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 4.1: Swern oxidation;
DOI:10.1016/S0040-4039(02)01760-4