<1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.3^1.2>undecane-3,9,11-trione

Base Information

• Chemical Name: <1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.3^1.2>undecane-3,9,11-trione
• CAS No.: 130509-55-6
• Molecular Formula: C₂₉H₃₆N₂O₈Si
• Molecular Weight: 568.699

Synonyms:

Chemical Property of <1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.3^1.2>undecane-3,9,11-trione

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.3^1.2>undecane-3,9,11-trione

There total 7 articles about <1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.3^1.2>undecane-3,9,11-trione 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: 80.0%

phosgene (75-44-5) + <2R,3R,4S,5R>-2-Benzyloxymethyl-4-t-butyldimethylsilyloxy-3-hydroxy-8-(4-methoxybenzyl)-6,8-diaza-1-oxaspiro<4.4>nonane-7,9-dione (130606-89-2) → <1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.31.2>undecane-3,9,11-trione (130509-55-6,130606-92-7,133906-90-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(01)96123-X

Reference yield: 71.0%

phosgene (75-44-5) + (5R,7R,8R,9S)-7-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-3-(4-methoxy-benzyl)-6-oxa-1,3-diaza-spiro[4.4]nonane-2,4-dione (130607-42-0) → <1R,5R,6R,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.31,2>undecane-3,9,11-trione (130509-55-6,130606-92-7,133906-90-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(01)96125-3

Reference yield:

<5S,1'S,2'R,3'S>-5-(1'-t-Butyldimethylsilyloxy-2',3'-O-isopropylidenedioxy-4'-benzyloxy)butyl-5-methoxy-3-(4-methoxybenzyl)-1-N-methoxycarbonylhydantoin (133908-93-7) → <1R,5R,6S,8S>-6-Benzyloxymethyl-8-t-butyldimethylsilyloxy-10-(4-methoxybenzyl)-2,10-diaza-4,7-dioxatricyclo<3.2.1.31.2>undecane-3,9,11-trione (130509-55-6,130606-92-7,133906-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 0.5M aq. K₂CO₃ / methanol / Ambient temperature

2: 61 percent / p-TsOH*H₂O, ethylene glycol / 1,2-dichloro-ethane / 60 °C

3: 80 percent / Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

With potassium carbonate; toluene-4-sulfonic acid; ethylene glycol; triethylamine; In methanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4020(01)96123-X

upstream raw materials:

phosgene

(5R,7R,8R,9S)-7-Benzyloxymethyl-9-(tert-butyl-dimethyl-silanyloxy)-8-hydroxy-3-(4-methoxy-benzyl)-6-oxa-1,3-diaza-spiro[4.4]nonane-2,4-dione

<2R,4R,5S>-2-Benzyloxymethyl-4-t-butyldimethylsilyloxy-3-oxo-8-(4-methoxybenzyl)-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

<2R,3R,4S,5S>-4-t-Butyldimethylsilyloxy-2-benzyloxymethyl-3-hydroxy-8-(4-methoxybenzyl)-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione

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