1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

Base Information

Chemical Name:1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol
CAS No.:287102-09-4
Molecular Formula:C₃₅H₃₈N₂O₅
Molecular Weight:566.697
Hs Code.:

Synonyms:1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

Suppliers and Price of 1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of 1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

There total 15 articles about 1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol 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:

: 84608-23-1
3,4-O-isopropylidene-1-O-trityl-D-mannitol

: 287102-09-4
1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

Guidance literature:: Multi-step reaction with 14 steps

1: pyridine / 12 h / 20 °C

2: 28.5 g / LiAlH₄ / tetrahydrofuran / 10 h / Heating

3: 46 percent / Et₃N / CH₂Cl₂ / 10 h / 0 °C

4: NaN₃ / hexamethylphosphoric acid triamide / 8 h / 80 °C

5: TPAP; N-methylmorpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

6: 2.03 g / TFA(80percent) / 1 h / 0 °C

7: Et₃N; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

8: 1.08 g / H₂ / rhodium-alumina / ethanol / 3 h

9: K₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

10: NaH / dimethylformamide / 10 h / 20 °C

11: 628 mg / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

12: TPAP; N-methylmorpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

13: pyridine / 2 h / 20 °C

14: 542 mg / sodium cyanoborohydride / acetic acid / 2 h / 20 °C

With pyridine; dmap; lithium aluminium tetrahydride; sodium azide; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium cyanoborohydride; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; rhodium on alumina; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; 1: Tosylation / 2: Reduction / 3: mesylation / 4: Substitution / 5: Oxidation / 6: Ring cleavage / 7: silylation / 8: Cyclization / 9: benzyloxycarbonylation / 10: benzylation / 11: desilylation / 12: Oxidation / 13: Condensation / 14: Reduction;
DOI:10.1021/jo000186k

Reference yield:

: 287102-04-9
6-deoxy-3,4-O-isopropylidene-1-O-trityl-D-mannitol

: 287102-09-4
1-amino-1-N-benzyloxy-5-N-benzyloxycarbonyl-3,4-di-O-benzyl-2,5-imino-1,2,5,6-tetradeoxy-L-iditol

Guidance literature:: Multi-step reaction with 12 steps

1: 46 percent / Et₃N / CH₂Cl₂ / 10 h / 0 °C

2: NaN₃ / hexamethylphosphoric acid triamide / 8 h / 80 °C

3: TPAP; N-methylmorpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

4: 2.03 g / TFA(80percent) / 1 h / 0 °C

5: Et₃N; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 12 h / 20 °C

6: 1.08 g / H₂ / rhodium-alumina / ethanol / 3 h

7: K₂CO₃ / tetrahydrofuran; H₂O / 0.5 h / 0 °C

8: NaH / dimethylformamide / 10 h / 20 °C

9: 628 mg / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 0 °C

10: TPAP; N-methylmorpholine N-oxide / CH₂Cl₂ / 1 h / 20 °C

11: pyridine / 2 h / 20 °C

12: 542 mg / sodium cyanoborohydride / acetic acid / 2 h / 20 °C

With pyridine; dmap; sodium azide; tetrapropylammonium perruthennate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; sodium cyanoborohydride; potassium carbonate; 4-methylmorpholine N-oxide; triethylamine; rhodium on alumina; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; 1: mesylation / 2: Substitution / 3: Oxidation / 4: Ring cleavage / 5: silylation / 6: Cyclization / 7: benzyloxycarbonylation / 8: benzylation / 9: desilylation / 10: Oxidation / 11: Condensation / 12: Reduction;
DOI:10.1021/jo000186k