(2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid

Base Information

• Chemical Name: (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid
• CAS No.: 1439259-92-3
• Molecular Formula: C₁₅H₁₈N₄O₆
• Molecular Weight: 350.331
• Mol file: 1439259-92-3.mol

Synonyms:(2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid

Chemical Property of (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid

There total 9 articles about (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid 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:

C15H18N4O5 → (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid (1439259-92-3)

Guidance literature:

With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide; In water; acetonitrile; at 0 - 15 ℃; for 10.5h;

DOI:10.1016/j.bmc.2013.02.013

Reference yield:

C8H11N3O4 → (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid (1439259-92-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dichloromethane / 12 h / 0 - 30 °C

2.1: cerium(III) chloride heptahydrate / tetrahydrofuran / 0.17 h / 30 °C

2.2: 0.33 h / -40 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 25 °C / 4137.29 Torr

4.1: sodium hydrogencarbonate / methanol; water; toluene / 5 h / 0 - 20 °C

5.1: triethylamine / dichloromethane / 0.42 h / 0 - 10 °C

6.1: sodium azide / N,N-dimethyl-formamide / 2 h / 80 °C

7.1: trifluoroacetic acid / water / 6 h / 0 - 30 °C

8.1: sodium periodate / water; acetone / 0.5 h / 0 - 15 °C

9.1: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / water; acetonitrile / 10.5 h / 0 - 15 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; sodium azide; cerium(III) chloride heptahydrate; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; 1.1: |Wittig Olefination;

DOI:10.1016/j.bmc.2013.02.013

Reference yield:

C19H27NO8S → (2S,3R)-6-azido-2-N-benzyloxycarbonyl-3-O-formylhexanoic acid (1439259-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: sodium azide / N,N-dimethyl-formamide / 2 h / 80 °C

2: trifluoroacetic acid / water / 6 h / 0 - 30 °C

3: sodium periodate / water; acetone / 0.5 h / 0 - 15 °C

4: sodium dihydrogenphosphate; dihydrogen peroxide; sodium chlorite / water; acetonitrile / 10.5 h / 0 - 15 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; sodium azide; dihydrogen peroxide; trifluoroacetic acid; In water; N,N-dimethyl-formamide; acetone; acetonitrile;

DOI:10.1016/j.bmc.2013.02.013