Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

Base Information

Chemical Name:Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone
CAS No.:476452-81-0
Molecular Formula:C₃₃H₄₂O₉
Molecular Weight:582.691
Hs Code.:

Synonyms:Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

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Chemical Property of Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

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Technology Process of Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

There total 3 articles about Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone 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:

: (E)-4-(4-Methoxy-benzyloxy)-1-[(2R,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-but-2-en-1-ol

: 476452-81-0
Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodinane; NaHCO₃ / CH₂Cl₂ / 0 - 20 °C

2: (DHDQ)2-PHAL; K₃[Fe(CN)6]; K₂OsO₄*2H₂O / CH₃SO₂NH₂; NaHCO₃ / 2-methyl-propan-2-ol; H₂O / 24 h / 0 - 3 °C

3: p-toluenesulfonic acid hydrate / CH₂Cl₂ / 4 h / 0 °C

With potassium osmate(VI); sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); methanesulfonamide; sodium hydrogencarbonate; In dichloromethane; water; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja0533646

Reference yield:

: 476452-99-0
(E)-4-(4-Methoxy-benzyloxy)-1-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-but-2-en-1-one

: 476452-81-0
Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

Guidance literature:: Multi-step reaction with 2 steps

1: (DHDQ)2-PHAL; K₃[Fe(CN)6]; K₂OsO₄*2H₂O / CH₃SO₂NH₂; NaHCO₃ / 2-methyl-propan-2-ol; H₂O / 24 h / 0 - 3 °C

2: p-toluenesulfonic acid hydrate / CH₂Cl₂ / 4 h / 0 °C

With potassium osmate(VI); toluene-4-sulfonic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium hexacyanoferrate(III); methanesulfonamide; sodium hydrogencarbonate; In dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1021/ja0533646

Reference yield:

: 2,3-Dihydroxy-4-(4-methoxy-benzyloxy)-1-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-butan-1-one

: 931-94-2
1,1-dimethoxycyclopentane

: [(2S,3R)-3-(4-Methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-[(2R,3S)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

: 476452-81-0
Bis-[(2S,3R)-3-(4-methoxy-benzyloxymethyl)-1,4-dioxa-spiro[4.4]non-2-yl]-methanone

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 0 ℃; for 4h; Title compound not separated from byproducts;
DOI:10.1021/ja0533646