(2S,5S)-7-benzyl-2-[(trityloxy)methyl]-1-oxa-7-azaspiro[4.4]nonane-6,9-dione

Base Information

Chemical Name:(2S,5S)-7-benzyl-2-[(trityloxy)methyl]-1-oxa-7-azaspiro[4.4]nonane-6,9-dione
CAS No.:205495-54-1
Molecular Formula:C₃₄H₃₁NO₄
Molecular Weight:517.624
Hs Code.:

Synonyms:(2S,5S)-7-benzyl-2-<(trityloxy)methyl>-1-oxa-7-azaspiro<4.4>nonane-6,9-dione

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Chemical Property of (2S,5S)-7-benzyl-2-[(trityloxy)methyl]-1-oxa-7-azaspiro[4.4]nonane-6,9-dione

Chemical Property:

Vapor Pressure:0mmHg at 25°C

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Technology Process of (2S,5S)-7-benzyl-2-[(trityloxy)methyl]-1-oxa-7-azaspiro[4.4]nonane-6,9-dione

There total 7 articles about (2S,5S)-7-benzyl-2-[(trityloxy)methyl]-1-oxa-7-azaspiro[4.4]nonane-6,9-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: 35.0%

: 205495-53-0
1-benzyl-3-<(S)-4,5-dihydro-5-<(trityloxy)methyl>-2-furyl>-3-hydroxy-2-azetidinone

: 205495-55-2
(2S,5R)-7-benzyl-2-<(trityloxy)methyl>-1-oxa-7-azaspiro<4.4>nonane-6,9-dione

: 205495-54-1
(2S,5S)-7-benzyl-2-<(trityloxy)methyl>-1-oxa-7-azaspiro<4.4>nonane-6,9-dione

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; Ambient temperature;
DOI:10.1021/jo982259u

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 205495-54-1
(2S,5S)-7-benzyl-2-<(trityloxy)methyl>-1-oxa-7-azaspiro<4.4>nonane-6,9-dione

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP, Et₃N

2: Dibal-H / CH₂Cl₂; diethyl ether

3: 74 percent / pyridine

4: 91 percent / 1.5 h / 190 °C / 0.5 Torr / Heating

5: 1.) t-BuLi, 2.) BF₃*OEt₂ / 1.) THF, pentane, -78 deg C, 1 h, 2.) THF, pentane, ether, -78 deg C, 30 min, then -10 deg C, 30 min

6: 14 percent / pyridinium p-toluenesulfonate / benzene / Ambient temperature

With dmap; boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; In pyridine; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo982259u

Reference yield:

: 76-83-5
trityl chloride

: 205495-54-1
(2S,5S)-7-benzyl-2-<(trityloxy)methyl>-1-oxa-7-azaspiro<4.4>nonane-6,9-dione

Guidance literature:: Multi-step reaction with 6 steps

1: DMAP, Et₃N

2: Dibal-H / CH₂Cl₂; diethyl ether

3: 74 percent / pyridine

4: 91 percent / 1.5 h / 190 °C / 0.5 Torr / Heating

5: 1.) t-BuLi, 2.) BF₃*OEt₂ / 1.) THF, pentane, -78 deg C, 1 h, 2.) THF, pentane, ether, -78 deg C, 30 min, then -10 deg C, 30 min

6: 14 percent / pyridinium p-toluenesulfonate / benzene / Ambient temperature

With dmap; boron trifluoride diethyl etherate; tert.-butyl lithium; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; triethylamine; In pyridine; diethyl ether; dichloromethane; benzene;
DOI:10.1021/jo982259u