dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

Base Information

Chemical Name:dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate
CAS No.:900159-04-8
Molecular Formula:C₃₁H₃₈N₂O₈
Molecular Weight:566.651
Hs Code.:

Synonyms:dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

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Chemical Property of dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

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Technology Process of dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

There total 3 articles about dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate 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: 72.0%

: 900159-03-7
2-allyl-N-Boc-L-Pro-Glu(OBn)-OBn

: 900159-04-8
dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

Guidance literature:: 2-allyl-N-Boc-L-Pro-Glu(OBn)-OBn; With osmium(VIII) oxide; In methanol; tert-butyl alcohol; at 20 ℃; for 0.166667h;

With sodium periodate; In methanol; tert-butyl alcohol; at 20 ℃; for 24h;
DOI:10.1016/j.bmcl.2006.04.033

Reference yield:

: 2791-84-6,227205-81-4
L-glutamic acid dibenzyl ester 4-toluenesulfonate

: 900159-04-8
dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / 1-hydroxy-7-azabenzotriazole; N-methylmorpholine; DCC / CH₂Cl₂ / 17 h / 0 - 20 °C

2.1: OsO₄ / 2-methyl-propan-2-ol; methanol / 0.17 h / 20 °C

2.2: 72 percent / NaIO₄ / 2-methyl-propan-2-ol; methanol / 24 h / 20 °C

With 4-methyl-morpholine; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; dicyclohexyl-carbodiimide; In methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2006.04.033

Reference yield:

: 144085-23-4
N-tert-butoxycarbonyl-L-α-allylproline

: 900159-04-8
dibenzyl (2S)-2-[(5R,8RS)-1-(tert-butoxycarbonyl)-8-hydroxy-6-oxo-1,7-diazaspiro[4.4]nonane-7-yl]-1,5-pentanedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / 1-hydroxy-7-azabenzotriazole; N-methylmorpholine; DCC / CH₂Cl₂ / 17 h / 0 - 20 °C

2.1: OsO₄ / 2-methyl-propan-2-ol; methanol / 0.17 h / 20 °C

2.2: 72 percent / NaIO₄ / 2-methyl-propan-2-ol; methanol / 24 h / 20 °C

With 4-methyl-morpholine; osmium(VIII) oxide; 1-hydroxy-7-aza-benzotriazole; dicyclohexyl-carbodiimide; In methanol; dichloromethane; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2006.04.033