tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Base Information

Chemical Name:tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate
CAS No.:111524-22-2
Molecular Formula:C₂₇H₄₇NO₅Si
Molecular Weight:493.759
Hs Code.:

tert-butyl (4S,5S)-3-<N-(tert-butyldimethylsiloxy)-(1R)-1-phenylethylamino>-4,5-(isopropylidenedioxy)hexanoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Chemical Property:

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Technology Process of tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

There total 13 articles about tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate 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: 77.0%

: 74786-02-0
1-(tert-butyldimethylsilyloxy)-1-tert-butoxyethylene

: 111524-15-3,184046-67-1
N-[((4S,5S)-2,2,5-trimethyl-1,3-dioxolan-4-yl)methylene]((1R)-1-phenylethyl)amine N-oxide

: 111524-22-2,111524-23-3,116541-03-8,116541-04-9
tert-butyl (4S,5S)-3--4,5-(isopropylidenedioxy)hexanoate

Guidance literature:: zinc(II) iodide; In dichloromethane; acetonitrile; at -78 ℃; for 1h;
DOI:10.1248/cpb.37.1446

Reference yield:

: 59779-75-8
diethyl (4R,5R)-2,2-dimethyl-1,3-dioxolane-4,5-dicarboxylate

: 111524-22-2
C₂₇H₄₇NO₅Si

Guidance literature:: Multi-step reaction with 8 steps

1: LiAlH₄

2: NaH / dimethylformamide

3: pyridine

4: NaBH₄

5: hydrogen

6: 1.) (COCl)2, DMSO, 2.) Et₃N

7: Na₂SO₄ / CH₂Cl₂

8: ZnI₂ / acetonitrile; CH₂Cl₂ / -78 °C

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; sodium sulfate; triethylamine; zinc(II) iodide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4039(00)95946-X

Reference yield:

: 78469-77-9,81076-11-1,128820-40-6,78513-03-8
(4S,5S)-4-benzyloxymethyl-5-hydroxymethyl-2,2-dimethyl-1,3-dioxolane

: 111524-22-2
C₂₇H₄₇NO₅Si

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine

2: NaBH₄

3: hydrogen

4: 1.) (COCl)2, DMSO, 2.) Et₃N

5: Na₂SO₄ / CH₂Cl₂

6: ZnI₂ / acetonitrile; CH₂Cl₂ / -78 °C

With pyridine; sodium tetrahydroborate; oxalyl dichloride; hydrogen; dimethyl sulfoxide; sodium sulfate; triethylamine; zinc(II) iodide; In dichloromethane; acetonitrile;
DOI:10.1016/S0040-4039(00)95946-X