N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

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Chemical Name:N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide
CAS No.:139301-85-2
Molecular Formula:C₃₆H₅₉NO₈SeSi
Molecular Weight:740.912
Hs Code.:

N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

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Chemical Property of N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

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Technology Process of N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

There total 10 articles about N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide 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:

: 90026-55-4
(3R,4R)-(+)-cis-dimethyl-(γ)-butyrolactone

: 139301-85-2
N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: 1) LDA / 1) THF, hexane, -80 deg C, 1h, 2) -30 deg C, 2h

2: LiAlH₄ / diethyl ether / 3 h / Heating

3: 96 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / Ambient temperature

4: 1) O₃, 2) Me₂S / 1) MeOH, -80 deg C, 2a) -80 deg C to RT, 1.5h, 2b) RT, 10h

5: Jones reagent / acetone / 0.25 h / Ambient temperature

6: 72 percent / KOH / methanol; H₂O / 10 h / Ambient temperature

7: 1) NaH, 2) 18-crown-6 / 1) THF, RT, 10 min, 2) THF, 20h, reflux

8: 1) (Me₃Si)2NLi, HMPT / 1) THF, -80 deg C, 2h, 2a) THF, 0 deg C, 1h, 2b) RT, 2h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; 18-crown-6 ether; dimethylsulfide; sodium hydride; ozone; lithium hexamethyldisilazane; lithium diisopropyl amide; In methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1055/s-1991-28418

Reference yield:

: 139301-86-3
(2R,3R,4S)-4-hydroxymethyl-3-methyl-6-hepten-2-ol

: 139301-85-2
N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / Ambient temperature

2: 1) O₃, 2) Me₂S / 1) MeOH, -80 deg C, 2a) -80 deg C to RT, 1.5h, 2b) RT, 10h

3: Jones reagent / acetone / 0.25 h / Ambient temperature

4: 72 percent / KOH / methanol; H₂O / 10 h / Ambient temperature

5: 1) NaH, 2) 18-crown-6 / 1) THF, RT, 10 min, 2) THF, 20h, reflux

6: 1) (Me₃Si)2NLi, HMPT / 1) THF, -80 deg C, 2h, 2a) THF, 0 deg C, 1h, 2b) RT, 2h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; potassium hydroxide; jones reagent; 18-crown-6 ether; dimethylsulfide; sodium hydride; ozone; lithium hexamethyldisilazane; In methanol; dichloromethane; water; acetone;
DOI:10.1055/s-1991-28418

Reference yield:

: 139301-74-9
(3R,4R,5R)-dihydro-4,5-dimethyl-3-(2-propenyl)furan-2(3H)-one

: 139301-85-2
N-{(S)-[(2S,4R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-6-((S)-2,3-dimethoxy-propyl)-5,5-dimethyl-tetrahydro-pyran-2-yl]-methoxy-methyl}-2-((4S,5R,6R)-5,6-dimethyl-4-phenylselanylmethyl-5,6-dihydro-4H-pyran-2-yl)-2-oxo-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: LiAlH₄ / diethyl ether / 3 h / Heating

2: 96 percent / pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 15 h / Ambient temperature

3: 1) O₃, 2) Me₂S / 1) MeOH, -80 deg C, 2a) -80 deg C to RT, 1.5h, 2b) RT, 10h

4: Jones reagent / acetone / 0.25 h / Ambient temperature

5: 72 percent / KOH / methanol; H₂O / 10 h / Ambient temperature

6: 1) NaH, 2) 18-crown-6 / 1) THF, RT, 10 min, 2) THF, 20h, reflux

7: 1) (Me₃Si)2NLi, HMPT / 1) THF, -80 deg C, 2h, 2a) THF, 0 deg C, 1h, 2b) RT, 2h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; potassium hydroxide; lithium aluminium tetrahydride; jones reagent; 18-crown-6 ether; dimethylsulfide; sodium hydride; ozone; lithium hexamethyldisilazane; In methanol; diethyl ether; dichloromethane; water; acetone;
DOI:10.1055/s-1991-28418