8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

Base Information

Chemical Name:8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate
CAS No.:1417177-29-7
Molecular Formula:C₃₆H₅₁N₃O₁₀
Molecular Weight:685.815
Hs Code.:

Synonyms:8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

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Chemical Property of 8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

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Technology Process of 8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

There total 7 articles about 8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate 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: 70.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1417177-28-6
8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-cyanooctanedioate

: 1417177-29-7
8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

Guidance literature:: With sodium tetrahydroborate; nickel(II) chloride hexahydrate; In methanol; at 0 - 20 ℃; for 2.5h;
DOI:10.1021/bc3003327

Reference yield:

: 56-87-1,3506-25-0
L-lysine

: 1417177-29-7
8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium hydroxide / 4 °C

2.1: sodium hydroxide / ethanol / -20 °C

3.1: sodium hydroxide; sodium nitroprusside / pH 9.5

4.1: triethylamine

5.1: triethylamine / dichloromethane / 3 h / -78 - 20 °C

6.1: sodium ethanolate / ethanol / 0.5 h / 60 °C

6.2: 10 h / 70 °C

7.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 2.5 h / 0 - 20 °C

With sodium nitroprusside; sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium ethanolate; triethylamine; sodium hydroxide; lithium hydroxide; In methanol; ethanol; dichloromethane;
DOI:10.1021/bc3003327

Reference yield:

: 84246-49-1
2(S)-2-(benzyloxycarbonylamino)-6-hydroxyhexanoic acid, benzyl ester

: 1417177-29-7
8-benzyl 1-ethyl (7S)-7-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}-2-({[(tert-butoxy)carbonyl]amino}methyl)octanedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 3 h / -78 - 20 °C

2.1: sodium ethanolate / ethanol / 0.5 h / 60 °C

2.2: 10 h / 70 °C

3.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 2.5 h / 0 - 20 °C

With sodium tetrahydroborate; nickel(II) chloride hexahydrate; sodium ethanolate; triethylamine; In methanol; ethanol; dichloromethane;
DOI:10.1021/bc3003327