(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

Base Information

Chemical Name:(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran
CAS No.:797035-74-6
Molecular Formula:C₂₁H₃₁IO₅
Molecular Weight:490.379
Hs Code.:

Synonyms:(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

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Chemical Property of (2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

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Technology Process of (2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

There total 1 articles about (2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-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: 79.3%

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 797035-72-4
(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-3,5-dimethyl-tetrahydro-pyran-4-ol

: 797035-74-6
(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/chem.200500892

Reference yield: 81.0%

: 143-33-9,25596-52-5
sodium cyanide

: 797035-74-6
(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

: 797035-75-7
[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetonitrile

Guidance literature:: In dimethyl sulfoxide; at 75 ℃; for 12h;
DOI:10.1002/chem.200500892

Reference yield:

: 797035-74-6
(2R,3R,4R,5R,6S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-iodomethyl-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran

: 797035-76-8
2-[(2R,3S,4S,5R,6R)-6-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-(4-methoxy-benzyloxy)-3,5-dimethyl-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / dimethylsulfoxide / 12 h / 75 °C

2: DIBAL / toluene; CH₂Cl₂ / 1 h / -78 °C

3: 181 mg / NaBH₄ / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; diisobutylaluminium hydride; In methanol; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1002/chem.200500892