(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

Base Information

Chemical Name:(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid
CAS No.:165674-16-8
Molecular Formula:C₂₄H₃₉NO₈Si
Molecular Weight:497.661
Hs Code.:

(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

Synonyms:(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

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Chemical Property of (2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

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Technology Process of (2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

There total 9 articles about (2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid 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:

: (4S,5S)-5-[(1R,2S)-2-(tert-Butyl-dimethyl-silanyloxy)-1-methoxymethoxy-3-oxo-propyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

: 165674-16-8
(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

: (2S,3R)-3-<(4S,5R)-5-<(1E)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

Guidance literature:: With sodium hypochlorite; potassium dihydrogenphosphate; 2-methyl-but-2-ene; In tert-butyl alcohol; at -5 ℃; for 0.833333h; Yield given; Yields of byproduct given;
DOI:10.1021/jo9902042

Reference yield:

: 23843-32-5
2,3-Isopropylidene-D-gulono-γ-lactone

: 165674-16-8
(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1: imidazole

2: DIBAL / -78 °C

4: DIEA

5: HF, Py

6: TPAP, NMO

7: NaClO₂, KH₂PO₄

With pyridine; 1H-imidazole; sodium chlorite; potassium dihydrogenphosphate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; hydrogen fluoride; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine;
DOI:10.1021/ja00132a047

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 165674-16-8
(2S,3R)-3-<(4S,5R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>-3-(methoxymethoxy)-2-(1,1,2,2-tetramethyl-1-silapropoxy)propanoic acid

Guidance literature:: Multi-step reaction with 5 steps

2: DIEA

3: HF, Py

4: TPAP, NMO

5: NaClO₂, KH₂PO₄

With pyridine; sodium chlorite; potassium dihydrogenphosphate; N-methyl-2-indolinone; tetrapropylammonium perruthennate; hydrogen fluoride; N-ethyl-N,N-diisopropylamine;
DOI:10.1021/ja00132a047