tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane
• CAS No.: 144036-68-0
• Molecular Formula: C₂₀H₃₄N₆O₃Si
• Molecular Weight: 434.614
• Mol file: 144036-68-0.mol

Synonyms:tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane

Chemical Property of tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane

There total 7 articles about tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane 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: 88.0%

Methanesulfonic acid (1R,3R)-3-benzyloxymethoxy-1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methanesulfonyloxy-butyl ester → tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane (144036-68-0)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 80 ℃;

DOI:10.1016/S0040-4039(00)61332-1

Reference yield:

(2R,4R)-2-Benzyloxymethoxy-6-(tert-butyl-dimethyl-silanyloxy)-hexane-1,4-diol → tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane (144036-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / DMAP, pyridine / 25 °C

2: 88 percent / NaN₃ / dimethylformamide / 80 °C

With pyridine; dmap; sodium azide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)61332-1

Reference yield:

C20H22O6 (144036-66-8) → tert-Butyl-((3S,5R)-3,6-diazido-5-benzyloxymethoxy-hexyloxy)-dimethyl-silane (144036-68-0)

Guidance literature:

Multi-step reaction with 5 steps

1: diisopropylethylamine, DMAP / CH₂Cl₂

2: diisopropylethylamine, DMAP / CH₂Cl₂

3: 92 percent / KOH / methanol / 25 °C

4: 98 percent / DMAP, pyridine / 25 °C

5: 88 percent / NaN₃ / dimethylformamide / 80 °C

With pyridine; dmap; potassium hydroxide; sodium azide; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)61332-1

upstream raw materials:

C₂₀H₂₂O₆

C₂₀H₂₂O₆

C₃₄H₄₄O₇Si

Downstream raw materials:

[N'-((3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoyl)-N-methyl-hydrazino]-acetic acid tert-butyl ester

[(2R,4S)-2-Benzyloxymethoxy-4-tert-butoxycarbonylamino-6-(tert-butyl-dimethyl-silanyloxy)-hexyl]-carbamic acid tert-butyl ester

(3R,5R)-5-Benzyloxymethoxy-3,6-bis-tert-butoxycarbonylamino-hexanoic acid

(3S,5R)-3,6-Diazido-5-benzyloxymethoxy-hexan-1-ol