benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

Base Information

Chemical Name:benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate
CAS No.:1425668-80-9
Molecular Formula:C₂₇H₄₃NO₄
Molecular Weight:445.643
Hs Code.:

Synonyms:benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

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Chemical Property of benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

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Technology Process of benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

There total 3 articles about benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate 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: 67.0%

: 1425667-36-2
(R,E)-benzyl [4-oxo-heptadec-5-en-2-yl]carbamate

: 107-21-1
ethylene glycol

: 1425668-80-9
benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

: 1425668-82-1
benzyl (7R,9S)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

Guidance literature:: With toluene-4-sulfonic acid; trimethyl orthoformate; for 1h; diastereoselective reaction;
DOI:10.1021/jo302712f

Reference yield:

: 142035-70-9
methyl (R)-3-(benzyloxycarbonylamino)-butanoate

: 1425668-80-9
benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

: 1425668-82-1
benzyl (7R,9S)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: -78 - 0 °C

2.1: barium(II) hydroxide / tetrahydrofuran / 0.5 h / 20 °C

2.2: 20 °C

3.1: trimethyl orthoformate; toluene-4-sulfonic acid / 1 h

With n-butyllithium; toluene-4-sulfonic acid; barium(II) hydroxide; trimethyl orthoformate; In tetrahydrofuran; hexane; 2.1: |Wittig-Horner Reaction / 2.2: |Wittig-Horner Reaction;
DOI:10.1021/jo302712f

Reference yield:

: 1425666-89-2
(R)-benzyl [5-(diethoxyphosphoryl)-4-oxopentan-2-yl]carbamate

: 1425668-80-9
benzyl (7R,9R)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

: 1425668-82-1
benzyl (7R,9S)-7-methyl-9-undecyl-1,4-dioxa-8-azaspiro[4.5]decane-8-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: barium(II) hydroxide / tetrahydrofuran / 0.5 h / 20 °C

1.2: 20 °C

2.1: trimethyl orthoformate; toluene-4-sulfonic acid / 1 h

With toluene-4-sulfonic acid; barium(II) hydroxide; trimethyl orthoformate; In tetrahydrofuran; 1.1: |Wittig-Horner Reaction / 1.2: |Wittig-Horner Reaction;
DOI:10.1021/jo302712f