((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

Base Information

• Chemical Name: ((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
• CAS No.: 236115-88-1
• Molecular Formula: C₄₉H₆₀N₁₄O₉
• Molecular Weight: 989.104
• Mol file: 236115-88-1.mol

Synonyms:((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

Chemical Property of ((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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((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

There total 3 articles about ((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 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:

1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-80-3) → ((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 (236115-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / NaH, tetrabutylammonium iodide / dimethylformamide / 2 h / Ambient temperature

2: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 20 s, 2.) CH₂Cl₂, MeOH, RT, 1 h

3: NaCNBH₃ / methanol; acetic acid / 2 h / Ambient temperature

With dimethylsulfide; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium cyanoborohydride; ozone; In methanol; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/ja9910356

Reference yield:

5-O-allyl-1,3,2',6'-tetraazido-6,3',4'-tri-O-benzyl neamine (236115-81-4) → ((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 (236115-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, MeOH, -78 deg C, 20 s, 2.) CH₂Cl₂, MeOH, RT, 1 h

2: NaCNBH₃ / methanol; acetic acid / 2 h / Ambient temperature

With dimethylsulfide; sodium cyanoborohydride; ozone; In methanol; acetic acid;

DOI:10.1021/ja9910356

Reference yield:

(S)-2-amino-6-(benzyloxycarbonylamino)-1-hexanol (101250-90-2) + [(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]-acetaldehyde (236115-82-5) → ((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 (236115-88-1)

Guidance literature:

With sodium cyanoborohydride; In methanol; acetic acid; for 2h; Yield given; Ambient temperature;

DOI:10.1021/ja9910356

upstream raw materials:

(S)-2-amino-6-(benzyloxycarbonylamino)-1-hexanol

[(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

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

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