(5S,7R,8S,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

Base Information

• Chemical Name: (5S,7R,8S,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
• CAS No.: 130606-96-1
• Molecular Formula: C₂₈H₃₈N₂O₇Si
• Molecular Weight: 542.704

Synonyms:(5S,7R,8S,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

Chemical Property of (5S,7R,8S,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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (5S,7R,8S,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

There total 7 articles about (5S,7R,8S,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 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: 5.3%

<2R,4R,5S>-2-Benzyloxymethyl-4-t-butyldimethylsilyloxy-3-oxo-8-(4-methoxybenzyl)-1-oxa-6,8-diazaspiro<4.4>nonane-7,9-dione (129744-49-6) → <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 (129829-47-6) + (5S,7R,8S,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 (130606-96-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.0833333h;

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

Reference yield:

(R)-5-[(R)-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-5-methoxy-3-(4-methoxy-benzyl)-imidazolidine-2,4-dione (129744-35-0,129829-35-2,129829-36-3,129829-37-4) → (5S,7R,8S,9R)-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 (129744-37-2,129829-41-0,129829-47-6,130606-88-1,130606-89-2,130606-96-1,130606-97-2,130607-42-0,130607-43-1) + (5R,7R,8S,9R)-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 (129744-37-2,129829-41-0,129829-47-6,130606-88-1,130606-89-2,130606-96-1,130606-97-2,130607-42-0,130607-43-1)

Guidance literature:

With toluene-4-sulfonic acid; ethylene glycol; In 1,2-dichloro-ethane; at 60 ℃;

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

Reference yield:

(R)-5-[(R)-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-5-methoxy-3-(4-methoxy-benzyl)-imidazolidine-2,4-dione (129744-35-0,129829-35-2,129829-36-3,129829-37-4) → (5S,7R,8S,9R)-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 (129744-37-2,129829-41-0,129829-47-6,130606-88-1,130606-89-2,130606-96-1,130606-97-2,130607-42-0,130607-43-1) + (5R,7R,8S,9R)-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 (129744-37-2,129829-41-0,129829-47-6,130606-88-1,130606-89-2,130606-96-1,130606-97-2,130607-42-0,130607-43-1)

Guidance literature:

With toluene-4-sulfonic acid; ethylene glycol; In 1,2-dichloro-ethane; at 60 ℃;

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

upstream raw materials:

(R)-5-[(R)-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-5-methoxy-3-(4-methoxy-benzyl)-imidazolidine-2,4-dione

(R)-5-[(R)-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-5-methoxy-3-(4-methoxy-benzyl)-2,4-dioxo-imidazolidine-1-carboxylic acid methyl ester

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

(S)-5-[(S)-((4S,5R)-5-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-(tert-butyl-dimethyl-silanyloxy)-methyl]-5-methoxy-3-(4-methoxy-benzyl)-imidazolidine-2,4-dione

Downstream raw materials:

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

(5S,7R,8R,9R)-7-Benzyloxymethyl-8,9-dihydroxy-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>-2-benzyloxymethyl-8-(4-methoxybenzyl)-3,4-dihydroxy-1-oxa-6,8-diazaspiro<4,4>nonane-7,9-dione

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