dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

Base Information

Chemical Name:dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate
CAS No.:914981-83-2
Molecular Formula:C₃₄H₄₀N₂O₈
Molecular Weight:604.7
Hs Code.:

Synonyms:dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

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Technology Process of dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

There total 14 articles about dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate 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: 91.0%

: 1104583-26-7
(2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tert-butyloxycarbonyl)amino}heptanedioic acid

: 100-39-0
benzyl bromide

: 914981-83-2
dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

Guidance literature:: (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tert-butyloxycarbonyl)amino}heptanedioic acid; With sodium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; for 7h;
DOI:10.1039/c5ob02145f

Reference yield:

: 1104583-44-9
(2S,6R)-7-(benzyloxy)-6-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)-7-oxoheptanoic acid

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

: 914981-83-2
dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

Guidance literature:: With 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline; In dichloromethane; at 20 ℃; for 19h;
DOI:10.3390/molecules18011162

Reference yield:

: 167466-67-3
(R)-benzyl 2-(((benzyloxy)carbonyl)amino)pent-4-enoate

: 914981-83-2
dibenzyl (2S,6R)-6-[{(benzyloxy)carbonyl}amino]-2-{(tertbutyloxycarbonyl)amino}heptanedioate

Guidance literature:: Multi-step reaction with 5 steps

1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 7 h / Reflux

2: platinum(IV) oxide; hydrogen / ethyl acetate / 14 h / 20 °C

3: toluene-4-sulfonic acid / methanol; water / 36 h / 20 °C

4: 2,2,6,6-tetramethylpiperidin-1-ol; sodium chlorite; sodium hypochlorite / water; aq. phosphate buffer; acetonitrile / 18.5 h / 40 °C / pH 6.5

5: 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline / dichloromethane / 19 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; platinum(IV) oxide; sodium hypochlorite; sodium chlorite; 2,2,6,6-tetramethylpiperidin-1-ol; hydrogen; toluene-4-sulfonic acid; 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline; In methanol; aq. phosphate buffer; dichloromethane; water; ethyl acetate; acetonitrile; 1: |Cross Metathesis;
DOI:10.3390/molecules18011162