(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

Base Information

Chemical Name:(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester
CAS No.:181783-25-5
Molecular Formula:C₃₆H₄₄O₉
Molecular Weight:620.74
Hs Code.:

(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

Synonyms:(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

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Chemical Property of (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

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Technology Process of (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

There total 4 articles about (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester 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: 74.0%

: 39637-74-6
(1S)-(-)-camphanic chloride

: 114218-23-4,114297-87-9,114298-50-9
(+/-)-1-O-allyl-2,5-di-O-benzyl-3,4-O-isopropylidene-scyllo-inositol

: 181525-55-3
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aR,4R,5R,6S,7S,7aR)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

: 181783-25-5
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

Guidance literature:: With pyridine; for 12h; Ambient temperature;
DOI:10.1039/p19960001717

Reference yield:

: 114218-23-4,114297-87-9,114298-50-9
(+/-)-1-O-allyl-3,6-di-O-benzyl-4,5-O-isopropylidene-myo-inositol

: 181783-25-5
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / CH₂Cl₂ / 2 h / Ambient temperature

2: 91 percent / dimethylformamide / 2 h / Ambient temperature

3: 85 percent / 1 M aq. NaOH / methanol / 0.5 h / Heating

4: pyridine / 12 h / Ambient temperature

With pyridine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/p19960001717

Reference yield:

: DL-1-O-Allyl-3,6-di-O-benzyl-4,5-O-isopropylidene-2-O-trifluoromethylsulfonyl-myo-inositol

: 181783-25-5
(1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (3aS,4S,5S,6R,7R,7aS)-6-allyloxy-4,7-bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-5-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 91 percent / dimethylformamide / 2 h / Ambient temperature

2: 85 percent / 1 M aq. NaOH / methanol / 0.5 h / Heating

3: pyridine / 12 h / Ambient temperature

With pyridine; sodium hydroxide; In methanol; N,N-dimethyl-formamide;
DOI:10.1039/p19960001717