2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

Base Information

Chemical Name:2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol
CAS No.:221217-80-7
Molecular Formula:C₂₇H₄₃IO₇
Molecular Weight:606.539
Hs Code.:

Synonyms:2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

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Chemical Property of 2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

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Technology Process of 2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

There total 10 articles about 2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol 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: 80.0%

: 221217-56-7
C₂₇H₄₁IO₅

: 221217-80-7
2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In water; acetone;
DOI:10.1016/S0040-4039(98)80014-2

Reference yield:

: 630-19-3
pivalaldehyde

: 221217-80-7
2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

Guidance literature:: Multi-step reaction with 5 steps

1: Sc(OTf)3 / CH₂Cl₂

2: DIBAL / CH₂Cl₂ / -78 °C

3: 85 percent / DMAP, pyridine / CH₂Cl₂ / -78 - 0 °C

4: 47 percent / SnBr₄ / CH₂Cl₂ / -78 °C

5: 80 percent / osmium tetraoxide, NMO / acetone; H₂O

With pyridine; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; stannic bromide; diisobutylaluminium hydride; scandium tris(trifluoromethanesulfonate); In dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(98)80014-2

Reference yield:

: (2S,6R)-2-tert-Butyl-6-iodomethyl-[1,3]dioxan-4-ol

: 221217-80-7
2-[(2R,4S,6R)-6-(2-Benzyloxy-ethyl)-2-methyl-[1,3]dioxan-4-ylmethyl]-3-((2R,4R,6R)-2-tert-butyl-6-iodomethyl-[1,3]dioxan-4-yl)-propane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / DMAP, pyridine / CH₂Cl₂ / -78 - 0 °C

2: 47 percent / SnBr₄ / CH₂Cl₂ / -78 °C

3: 80 percent / osmium tetraoxide, NMO / acetone; H₂O

With pyridine; dmap; osmium(VIII) oxide; N-methyl-2-indolinone; stannic bromide; In dichloromethane; water; acetone;
DOI:10.1016/S0040-4039(98)80014-2