methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

Base Information

Chemical Name:methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate
CAS No.:1007595-18-7
Molecular Formula:C₁₇H₂₂N₂O₆
Molecular Weight:350.371
Hs Code.:

Synonyms:methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

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Chemical Property of methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

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Technology Process of methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

There total 8 articles about methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate 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: 43.0%

: 1007595-05-2
7-(methoxycarbonyl)-1,4-dioxa-7-azaspiro[4.5]decane-10-carboxylic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 1007595-18-7
methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

Guidance literature:: 7-(methoxycarbonyl)-1,4-dioxa-7-azaspiro[4.5]decane-10-carboxylic acid; chloroformic acid ethyl ester; With triethylamine; In acetone; at 0 ℃; for 1h;

With sodium azide; In water; acetone; at 0 - 20 ℃;

benzyl alcohol; In toluene; Heating / reflux;

Reference yield:

: 52763-21-0
ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride

: 1007595-18-7
methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen; palladium 10% on activated carbon / water; ethanol / 48 h / 2327.23 Torr

2: potassium carbonate / 1.5 h / 0 - 20 °C

3: toluene-4-sulfonic acid / benzene / 72 h / Reflux

4: barium(II) hydroxide / water; methanol / 72 h / 20 °C

5: triethylamine / acetone / 1 h / 0 °C

6: sodium azide / water; acetone / 4.5 h / 0 - 20 °C

7: toluene / Dean-Stark; Reflux

With sodium azide; palladium 10% on activated carbon; hydrogen; potassium carbonate; toluene-4-sulfonic acid; triethylamine; barium(II) hydroxide; In methanol; ethanol; water; acetone; toluene; benzene; 6: |Curtius Rearrangement;
DOI:10.1021/jm500462x

Reference yield:

: 70637-75-1
ethyl 3-oxopiperidine-4-carboxylate

: 1007595-18-7
methyl 10-{[(benzyloxy)carbonyl]amino}-1,4-dioxa-7-azaspiro[4.5]decane-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / 1.5 h / 0 - 20 °C

2: toluene-4-sulfonic acid / benzene / 72 h / Reflux

3: barium(II) hydroxide / water; methanol / 72 h / 20 °C

4: triethylamine / acetone / 1 h / 0 °C

5: sodium azide / water; acetone / 4.5 h / 0 - 20 °C

6: toluene / Dean-Stark; Reflux

With sodium azide; potassium carbonate; toluene-4-sulfonic acid; triethylamine; barium(II) hydroxide; In methanol; water; acetone; toluene; benzene; 5: |Curtius Rearrangement;
DOI:10.1021/jm500462x