[(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

Base Information

Chemical Name:[(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide
CAS No.:83876-10-2
Molecular Formula:C₃₈H₃₇NO₃P*I
Molecular Weight:713.595
Hs Code.:

Synonyms:[(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

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Chemical Property of [(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

Chemical Property:

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Technology Process of [(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

There total 11 articles about [(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide 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:

: 100-39-0
benzyl bromide

: 83876-10-2
[(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 10 steps

1: NaH / dimethylformamide; tetrahydrofuran

2: 1.) 75percent aq. AcOH 2.) imidazole / 1.) 50 deg c 2.) DMF, room temp.

3: HgO, HgCl₂ / acetone; H₂O / 60 °C

4: benzene / Heating; trans/cis ratio 8/1

5: PhCH₂N(Me)3⁽¹⁺⁾*OMe^(1-) / methanol / Ambient temperature

6: NH₂-NH₂*H₂O / methanol / Ambient temperature

7: 1.) NOCl / 1.) CH₂Cl₂, -50 deg C 2.) benzene, reflux

8: 1.) HCl 2.) 1N NaOH / 1.) dioxane, 70 deg C 2.) Et₂O, 0 deg C_.

9: pyridine / -20 - -10 °C

10: 1.) (n-Bu)4N⁽¹⁺⁾*I^(1-) / 1.) CH₂Cl₂, reflux 2.) acetonitrile, 120 deg C

With pyridine; 1H-imidazole; hydrogenchloride; sodium hydroxide; tetra-(n-butyl)ammonium iodide; sodium hydride; benzyltrismethylammonium methoxide; hydrazine hydrate; acetic acid; nitrosylchloride; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(00)85616-6

Reference yield:

: 374750-06-8
(R)-4-((R)-1-Benzyloxy-3,3-bis-ethylsulfanyl-propyl)-2,2-dimethyl-[1,3]dioxolane

: 83876-10-2
[(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) 75percent aq. AcOH 2.) imidazole / 1.) 50 deg c 2.) DMF, room temp.

2: HgO, HgCl₂ / acetone; H₂O / 60 °C

3: benzene / Heating; trans/cis ratio 8/1

4: PhCH₂N(Me)3⁽¹⁺⁾*OMe^(1-) / methanol / Ambient temperature

5: NH₂-NH₂*H₂O / methanol / Ambient temperature

6: 1.) NOCl / 1.) CH₂Cl₂, -50 deg C 2.) benzene, reflux

7: 1.) HCl 2.) 1N NaOH / 1.) dioxane, 70 deg C 2.) Et₂O, 0 deg C_.

8: pyridine / -20 - -10 °C

9: 1.) (n-Bu)4N⁽¹⁺⁾*I^(1-) / 1.) CH₂Cl₂, reflux 2.) acetonitrile, 120 deg C

With pyridine; 1H-imidazole; hydrogenchloride; sodium hydroxide; tetra-(n-butyl)ammonium iodide; benzyltrismethylammonium methoxide; hydrazine hydrate; acetic acid; nitrosylchloride; mercury dichloride; mercury(II) oxide; In methanol; water; acetone; benzene;
DOI:10.1016/S0040-4039(00)85616-6

Reference yield:

: 138433-61-1,138433-62-2,138433-63-3,138433-64-4,138433-65-5,138433-66-6,138433-67-7,138433-68-8
5-O-(tert-butyldiphenylsilyl)-3-O-benzyl-2-deoxy-D-xylo-furanose

: 83876-10-2
[(2S,3R,5S)-5-(Benzoylamino-methyl)-3-benzyloxy-tetrahydro-furan-2-ylmethyl]-triphenyl-phosphonium; iodide

Guidance literature:: Multi-step reaction with 7 steps

1: benzene / Heating; trans/cis ratio 8/1

2: PhCH₂N(Me)3⁽¹⁺⁾*OMe^(1-) / methanol / Ambient temperature

3: NH₂-NH₂*H₂O / methanol / Ambient temperature

4: 1.) NOCl / 1.) CH₂Cl₂, -50 deg C 2.) benzene, reflux

5: 1.) HCl 2.) 1N NaOH / 1.) dioxane, 70 deg C 2.) Et₂O, 0 deg C_.

6: pyridine / -20 - -10 °C

7: 1.) (n-Bu)4N⁽¹⁺⁾*I^(1-) / 1.) CH₂Cl₂, reflux 2.) acetonitrile, 120 deg C

With pyridine; hydrogenchloride; sodium hydroxide; tetra-(n-butyl)ammonium iodide; benzyltrismethylammonium methoxide; hydrazine hydrate; nitrosylchloride; In methanol; benzene;
DOI:10.1016/S0040-4039(00)85616-6