(4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

Base Information

Chemical Name:(4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane
CAS No.:115261-96-6
Molecular Formula:C₂₆H₂₉O₄P
Molecular Weight:436.488
Hs Code.:

Synonyms:(4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

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

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Chemical Property of (4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

Chemical Property:

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Technology Process of (4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

There total 7 articles about (4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane 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: 94.0%

: 115261-95-5
((4R,5S)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-diphenyl-phosphane

: 115261-96-6
(4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: With dihydrogen peroxide; In methanol; water;
DOI:10.1016/S0040-4039(00)96352-4

Reference yield:

: 50622-09-8
2,3-O-isopropylidene-L-threitol

: 115261-96-6
(4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, reflux, 1 h, 2.) THF, RT, overnight

2: 98 percent / pyridine / -30 °C

3: 1.) Na / 1.) 1,4-dioxane, reflux, 3 h, 2.) 1,4-dioxane, THF, a) O deg C, 2 h, b) RT, overnight

4: 10percent aq. H₂O₂ / methanol / 0.5 h / 0 °C

With pyridine; dihydrogen peroxide; sodium; tetra-(n-butyl)ammonium iodide; sodium hydride; In methanol;
DOI:10.1248/cpb.41.1149

Reference yield:

: 100-39-0
benzyl bromide

: 115261-96-6
(4S,5R)-4-(benzyloxy)methyl-5-(diphenylphosphinyl)methyl-2,2-dimethyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: 63 percent / NaH / tetrabutylammonium iodide / tetrahydrofuran

2: 98 percent / pyridine

3: 60 percent / dioxane; tetrahydrofuran

4: 94 percent / 10percent H₂O₂ / methanol; H₂O

With pyridine; dihydrogen peroxide; sodium hydride; tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; 1,4-dioxane; methanol; water;
DOI:10.1016/S0040-4039(00)96352-4