<4R<4α,5β,6α(1S,2R)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

Base Information

Chemical Name:<4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one
CAS No.:106734-84-3
Molecular Formula:C₃₁H₄₆O₈
Molecular Weight:546.701
Hs Code.:

<4R<4α<R*(2R*,3R*,4R*)>,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

Synonyms:<4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

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Chemical Property of <4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

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Technology Process of <4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

There total 23 articles about <4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one 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: 75.0%

: 114673-25-5
threo aldol

: 106734-84-3
<4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; for 4h; Heating;
DOI:10.1021/ja00221a043

Reference yield: 12.0%

: 106734-82-1
<4S<4α(R*),5β,6α(1R*,2S*)>>-6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-α,2,2,5-tetramethyl-1,3-dioxane-4-acetaldehyde

: 83416-30-2
tert-Butyl-[(E)-1-((E)-2-methoxy-vinyl)-propenyloxy]-dimethyl-silane

: 106734-84-3
<4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

: erythro aldol

: 114673-25-5
threo aldol

Guidance literature:: With boron trifluoride diethyl etherate; In various solvent(s); at -78 ℃; for 0.05h;
DOI:10.1021/ja00221a043

Reference yield:

: 106734-76-3
(2R,3R,4R)-2-((1S,2R)-2-Benzyloxymethoxy-4-[1,3]dioxolan-2-yl-1-methyl-butyl)-3,5-dimethyl-3,4-dihydro-2H-pyran-4-ol

: 106734-84-3
<4R<4α,5β,6α(1S*,2R*)>>-2-<1-<6-<4-(1,3-dioxolan-2-yl)-1-methyl-2-<(phenylmethoxy)methoxy>butyl>-2,2,5-trimethyl-1,3-dioxan-4-yl>ethyl>-2,3-dihydro-3-methyl-4H-pyran-4-one

Guidance literature:: Multi-step reaction with 9 steps

1: p-TsOH / benzene

2: 1.) BH₃, 2.) H₂O₂, NaOH / 1.) THF

3: 1.) (COCl)2, DMSO, 2.) Et₃N

4: L-Selectride

5: DDQ

6: LiBH₄

8: 1.) PPTS, 2.) Bu₄NF, 3.) (COCl)2, DMSO, 4.) Et₃N

9: 2.) PPTS / 2.) benzene

With sodium hydroxide; lithium borohydride; oxalyl dichloride; borane; tetrabutyl ammonium fluoride; dihydrogen peroxide; pyridinium p-toluenesulfonate; L-Selectride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene;
DOI:10.1021/ja00239a049