[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde

Base Information

• Chemical Name: [(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde
• CAS No.: 236115-82-5
• Molecular Formula: C₃₅H₃₈N₁₂O₇
• Molecular Weight: 738.763
• Mol file: 236115-82-5.mol

Synonyms:[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde

Chemical Property of [(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde

There total 1 articles about [(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde 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:

5-O-allyl-1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-81-4) → [(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde (236115-82-5)

Guidance literature:

With dimethylsulfide; ozone; Multistep reaction; 1.) CH₂Cl₂, MeOH, -78 deg C, 20 s, 2.) CH₂Cl₂, MeOH, RT, 1 h;

DOI:10.1021/ja9910356

Reference yield:

[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde (236115-82-5) → 5-ethylcarboxyl-1,3,2',6'-tetraazido-6,3',4'-tri-O-benzylneamine (273737-27-2)

Guidance literature:

With sodium chlorite; In acetic acid;

DOI:10.1002/(SICI)1521-3773(20000317)39:6<1080::AID-ANIE1080>3.0.CO;2-B

Reference yield:

[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-acetaldehyde (236115-82-5) → (1R,3S,4R,5R,6S)-4-((2R,3R,4R,5R,6R)-3-Amino-6-aminomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-5-{2-[(1H-benzoimidazol-2-ylmethyl)-amino]-ethoxy}-6-benzyloxy-cyclohexane-1,3-diamine

Guidance literature:

Multi-step reaction with 2 steps

1: NaCNBH₃ / acetic acid

2: N₂H₄ / Raney Nickel / ethanol

With sodium cyanoborohydride; hydrazine; nickel; In ethanol; acetic acid; 1: Condensation / 2: Reduction;

DOI:10.1002/(SICI)1521-3773(20000317)39:6<1080::AID-ANIE1080>3.0.CO;2-B

upstream raw materials:

5-O-allyl-1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine

Downstream raw materials:

{2-[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-ethyl}-(2-morpholin-4-yl-ethyl)-amine

(1H-Benzoimidazol-2-ylmethyl)-{2-[(1R,2R,3S,5R,6S)-3,5-diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-ethyl}-amine

(3-{2-[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-ethylamino}-propyl)-carbamic acid benzyl ester

((S)-5-{2-[(1R,2R,3S,5R,6S)-3,5-Diazido-2-((2R,3R,4R,5R,6R)-3-azido-6-azidomethyl-4,5-bis-benzyloxy-tetrahydro-pyran-2-yloxy)-6-benzyloxy-cyclohexyloxy]-ethylamino}-6-hydroxy-hexyl)-carbamic acid benzyl ester