8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

Base Information

Chemical Name:8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)
CAS No.:124382-39-4
Molecular Formula:C₂₄H₃₄N₂O₈S
Molecular Weight:510.609
Hs Code.:

Synonyms:8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

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Chemical Property of 8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

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Technology Process of 8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

There total 10 articles about 8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5) 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: 85.0%

: 124225-22-5
8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-α-D-galacto-undecopyranose-(1,5)

: 98-59-9
p-toluenesulfonyl chloride

: 124382-39-4
8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

Guidance literature:: With dmap; In dichloromethane; Ambient temperature;
DOI:10.1016/0008-6215(95)00145-J

Reference yield:

: 4933-77-1
(3aR,5S,5aR,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-carbaldehyde

: 124382-39-4
8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

Guidance literature:: Multi-step reaction with 10 steps

1: 88 percent / CH₂Cl₂ / 12 h / Ambient temperature

2: 99 percent / H₂ / 10percent Pd/C / 0.17 h / 760 Torr

3: HOAc / H₂O

4: 1.) Mg / 1.) Et₂O, 1 h reflux 2.) Et₂O, 15 min room temperature

5: 98 percent / Acetanhydrid, Pyridin / 24 h / Ambient temperature

6: 1.) Ozon 2.) NaBH₄ / 1.) -70 deg C, Methanol 2.) -70 deg C, 15 min, Methanol

7: 98 percent / Natriummethoxid / methanol / 12 h / Ambient temperature

8: 72 percent / NaOCl, Eisessig / H₂O / 0 - 5 °C

9: 1.) NH₃, Hydroxylamin-O-sulfonsaeure 2.) Iod / 1.) Methanol, -70 deg C, 48 h 2.) Methanol, 0 deg C

10: 80 percent / Pyridin / 12 h

With pyridine; sodium hypochlorite; sodium tetrahydroborate; Iod; ammonia; hydrogen; sodium methylate; acetic anhydride; ozone; magnesium; acetic acid; hydroxylamine-O-sulfonic acid; palladium on activated charcoal; In methanol; dichloromethane; water;

Reference yield:

: 100759-67-9,50256-79-6
(E)-6,7-didehydro-6,7-dideoxy-1,2:3,4-di-O-isopropylidene-α-D-galacto-octodialo-1,5-pyranose

: 124382-39-4
8-Azi-6,7,8,9,10-pentadesoxy-1,2:3,4-di-O-isopropyliden-11-O-tosyl-α-D-galacto-undecopyranose-(1,5)

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / H₂ / 10percent Pd/C / 0.17 h / 760 Torr

2: HOAc / H₂O

3: 1.) Mg / 1.) Et₂O, 1 h reflux 2.) Et₂O, 15 min room temperature

4: 98 percent / Acetanhydrid, Pyridin / 24 h / Ambient temperature

5: 1.) Ozon 2.) NaBH₄ / 1.) -70 deg C, Methanol 2.) -70 deg C, 15 min, Methanol

6: 98 percent / Natriummethoxid / methanol / 12 h / Ambient temperature

7: 72 percent / NaOCl, Eisessig / H₂O / 0 - 5 °C

8: 1.) NH₃, Hydroxylamin-O-sulfonsaeure 2.) Iod / 1.) Methanol, -70 deg C, 48 h 2.) Methanol, 0 deg C

9: 80 percent / Pyridin / 12 h

With pyridine; sodium hypochlorite; sodium tetrahydroborate; Iod; ammonia; hydrogen; sodium methylate; acetic anhydride; ozone; magnesium; acetic acid; hydroxylamine-O-sulfonic acid; palladium on activated charcoal; In methanol; water;