6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose

Base Information

• Chemical Name: 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose
• CAS No.: 147455-56-9
• Molecular Formula: C₂₁H₂₇NO₈
• Molecular Weight: 421.447
• Mol file: 147455-56-9.mol

Synonyms:6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose

Chemical Property of 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose

There total 4 articles about 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose 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:

benzyl chloroformate (501-53-1,94274-21-2) → 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose (147455-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 7percent aq. NaHCO₃ / dioxane / 0.33 h / 0 °C

With sodium hydrogencarbonate; In 1,4-dioxane;

Reference yield:

(Z)-N-benzyl-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-ylidene)amine N-oxide (191997-37-2,147455-48-9) → 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose (147455-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / ZnBr₂ / diethyl ether; hexane / 1.) -78 deg C, 15 min, 2.) -80 deg C, 30 min

2: 20percent aq. TiCl₃ / methanol / 0.25 h / Ambient temperature

3: 7percent aq. NaHCO₃ / dioxane / 0.33 h / 0 °C

With titanium(III) chloride; sodium hydrogencarbonate; zinc dibromide; In 1,4-dioxane; methanol; diethyl ether; hexane;

Reference yield:

C-[(R)-C-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-C-thiazol-2-yl]-methylamine (147455-51-4) → 6-(Benzyloxycarbonylamino)-6-deoxy-1,2:3,4-di-O-isopropylidene-β-L-glycero-D-galacto-heptodialdo-1,5-pyranose (147455-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 7percent aq. NaHCO₃ / dioxane / 0.33 h / 0 °C

With sodium hydrogencarbonate; In 1,4-dioxane;

upstream raw materials:

benzyl chloroformate

(Z)-N-benzyl-(1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-ylidene)amine N-oxide

C-[(R)-C-((3aR,5R,5aS,8aS,8bR)-2,2,7,7-Tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-yl)-C-thiazol-2-yl]-methylamine

N-Benzyl-6-deoxy-6-(hydroxyamino)-1,2:3,4-O-isopropylidene-6-(2-thiazolyl)-β-L-glycero-D-galacto-1,5-hexopyranoside

Downstream raw materials:

1,2:3,4-di-O-isopropylidene-6--6-deoxy-L-glycero-α-D-galacto-heptopyranose