(2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

Base Information

Chemical Name:(2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol
CAS No.:220587-95-1
Molecular Formula:C₃₉H₅₀N₂O₆Si
Molecular Weight:670.921
Hs Code.:

Synonyms:(2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

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Chemical Property of (2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

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Technology Process of (2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

There total 10 articles about (2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol 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:

: 28436-51-3
3,5,6-tri-O-methyl-D-glucofuranose

: 220587-95-1
(2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 14 h

2: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 1.5 h / 0 °C

3: 96 percent / K₂CO₃ / tetrahydrofuran; methanol / 0.25 h

4: DCC, DMAP / CH₂Cl₂ / 12 h

5: 40 percent / Bu₃SnH, AIBN / toluene / Heating

6: LiAlH₄ / tetrahydrofuran / 0 °C

7: imidazole / CH₂Cl₂

With 1H-imidazole; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; pyridine; methanol; dichloromethane; toluene;
DOI:10.1021/jo981435w

Reference yield:

: 530-47-2,29666-92-0
N,N-diphenylhydrazine hydrochloride

: 220587-95-1
(2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / H₂O / 2 h

2: DCC, DMAP / CH₂Cl₂ / 12 h

3: 40 percent / Bu₃SnH, AIBN / toluene / Heating

4: LiAlH₄ / tetrahydrofuran / 0 °C

5: imidazole / CH₂Cl₂

With 1H-imidazole; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; water; toluene;
DOI:10.1021/jo981435w

Reference yield:

: 728-15-4
(2,2-diphenylhydrazono)acetic acid

: 220587-95-1
(2R,3S,4R,5R)-2-[(R)-2-(tert-Butyl-diphenyl-silanyloxy)-1-(N',N'-diphenyl-hydrazino)-ethyl]-5-((R)-1,2-dimethoxy-ethyl)-4-methoxy-tetrahydro-furan-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: DCC, DMAP / CH₂Cl₂ / 12 h

2: 40 percent / Bu₃SnH, AIBN / toluene / Heating

3: LiAlH₄ / tetrahydrofuran / 0 °C

4: imidazole / CH₂Cl₂

With 1H-imidazole; dmap; lithium aluminium tetrahydride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo981435w