(7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one

Base Information

• Chemical Name: (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one
• CAS No.: 236387-96-5
• Molecular Formula: C₂₆H₂₉NO₁₀
• Molecular Weight: 515.517
• Mol file: 236387-96-5.mol

Synonyms:(7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one

Chemical Property of (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one

There total 15 articles about (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one 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-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime (165674-19-1) → (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one (236387-96-5)

Guidance literature:

With sodium tetrahydroborate; In methanol;

DOI:10.1021/ja00132a047

Reference yield:

6-((2S,3R)-3-<(5S,4R)-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)propanoyl)-2H-benzo-1,3-dioxolane-5-carbaldehyde (165674-18-0) → (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one (236387-96-5)

Guidance literature:

Multi-step reaction with 3 steps

1: HF*pyridine / tetrahydrofuran; pyridine / 24 h / Ambient temperature

2: Dess-Martin reagent / CH₂Cl₂ / 3 h / Ambient temperature

3: NaBH₄ / methanol / 0.5 h / -50 - 20 °C

With sodium tetrahydroborate; Dess-Martin periodane; pyridine hydrogenfluoride; In tetrahydrofuran; pyridine; methanol; dichloromethane;

DOI:10.1021/jo9902042

Reference yield:

2,3-Isopropylidene-D-gulono-γ-lactone (23843-32-5) → (7R)-7-((1R)<(5S,4R)-5-<(1Z)-2-aza-2-(phenylmethoxy)vinyl>-2,2-dimethyl(1,3-dioxolan-4-yl)>(methoxymethoxy)methyl)-8-hydroxy-2H-1,3-dioxoleno<4,5-g>isochroman-5-one (236387-96-5)

Guidance literature:

Multi-step reaction with 12 steps

1: imidazole

2: DIBAL / -78 °C

4: DIEA

5: HF, Py

6: TPAP, NMO

7: NaClO₂, KH₂PO₄

8: Ph₃P, DEAD

9: 1.) n-BuLi, 2.) TPAP

10: HF, pyridine

11: 60 percent / Dess-Martin reagent

12: NaBH₄ / methanol

With pyridine; 1H-imidazole; sodium chlorite; sodium tetrahydroborate; potassium dihydrogenphosphate; n-butyllithium; N-methyl-2-indolinone; tetrapropylammonium perruthennate; hydrogen fluoride; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; In methanol;

DOI:10.1021/ja00132a047

upstream raw materials:

(4S,5S)-5-[(R)-((S)-5,8-Dioxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-7-yl)-methoxymethoxy-methyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde O-benzyl-oxime

6-((2S,3R)-3-<(5S,4R)-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)propanoyl)-2H-benzo-1,3-dioxolane-5-carbaldehyde

2,3-Isopropylidene-D-gulono-γ-lactone

O-benzylhydoxylamine hydrochloride

Downstream raw materials:

(12aS,4R,12R,11bR,3aR,4aR)-4-(methoxymethoxy)-2,2-dimethyl-12-<(phenylmethoxy)amino>-4,12,11b,12a,3a,4a-hexahydro-9H-1,3-dioxoleno<4,5-7',6'>isochromano<4',3'-5,4>benzo<4,5-d>-1,3-dioxolan-6-one

Imidazole-1-carbothioic acid O-((R)-7-{(R)-[(4S,5S)-5-(benzyloxyimino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methoxymethoxy-methyl}-5-oxo-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isochromen-8-yl) ester