methyl {(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-7-[4-(2-tert-butyl-2H-tetrazol-5-yl)benzyl]-5-hydroxy-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-yl}carbamate (non-preferred name)

Base Information

Chemical Name:methyl {(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-7-[4-(2-tert-butyl-2H-tetrazol-5-yl)benzyl]-5-hydroxy-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-yl}carbamate (non-preferred name)
CAS No.:198904-20-0
Molecular Formula:C₃₈H₅₇N₉O₇
Molecular Weight:751.927
Hs Code.:

methyl {(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-7-[4-(2-tert-butyl-2H-tetrazol-5-yl)benzyl]-5-hydroxy-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-yl}carbamate (non-preferred name)

Synonyms:

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Chemical Property of methyl {(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-7-[4-(2-tert-butyl-2H-tetrazol-5-yl)benzyl]-5-hydroxy-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-yl}carbamate (non-preferred name)

Chemical Property:

Density:1.21g/cm³

Purity/Quality:

Safty Information:

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Technology Process of methyl {(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-7-[4-(2-tert-butyl-2H-tetrazol-5-yl)benzyl]-5-hydroxy-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-yl}carbamate (non-preferred name)

There total 11 articles about methyl {(1S,4S,5S,10S)-4-benzyl-1,10-di-tert-butyl-7-[4-(2-tert-butyl-2H-tetrazol-5-yl)benzyl]-5-hydroxy-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-yl}carbamate (non-preferred name) 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:

: 20859-02-3
L-tert-Leucine

: 198904-20-0
((S)-1-{N'-[4-(2-tert-Butyl-2H-tetrazol-5-yl)-benzyl]-N'-[(2S,3S)-2-hydroxy-3-((S)-2-methoxycarbonylamino-3,3-dimethyl-butyrylamino)-4-phenyl-butyl]-hydrazinocarbonyl}-2,2-dimethyl-propyl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / 2N aq. NaOH / dioxane / 18 h / 60 °C

2: 1.) N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole, N-methylmorpholine / 1.) EtOAc, 30 min, 2.) EtOAc, 16 h

3: 60 percent / 4N HCl / dioxane / 18 h / Ambient temperature

4: 80 percent / propan-2-ol / 18 h / Heating

5: 68 percent / MeSO₃H / toluene / 1 h / 110 °C

6: 1.) NaCNBH₃, p-TsOH, 2.) aq. K₂B₄O₇ / 1.) THF, 18 h, 2.) MeOH, THF, RT, overnight

7: 42 percent / propan-2-ol / 16 h / Heating

8: 100 percent / 2N aq. HCl / tetrahydrofuran / 8 h / 50 °C

9: 1.) O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, 2.) N-methylmorpholine / 1.) DMF, 10 min, 2.) DMF, 16 h

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; methanesulfonic acid; potassium tetraborate; sodium cyanoborohydride; benzotriazol-1-ol; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; 1,4-dioxane; isopropyl alcohol; toluene;
DOI:10.1021/jm970873c

Reference yield:

: 105-07-7
4-cyanobenzaldehyde

: 198904-20-0
((S)-1-{N'-[4-(2-tert-Butyl-2H-tetrazol-5-yl)-benzyl]-N'-[(2S,3S)-2-hydroxy-3-((S)-2-methoxycarbonylamino-3,3-dimethyl-butyrylamino)-4-phenyl-butyl]-hydrazinocarbonyl}-2,2-dimethyl-propyl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / LiCl, NaN₃ / 2-methoxy-ethanol / 6 h / Heating

2: 80 percent / propan-2-ol / 18 h / Heating

3: 68 percent / MeSO₃H / toluene / 1 h / 110 °C

4: 1.) NaCNBH₃, p-TsOH, 2.) aq. K₂B₄O₇ / 1.) THF, 18 h, 2.) MeOH, THF, RT, overnight

5: 42 percent / propan-2-ol / 16 h / Heating

6: 100 percent / 2N aq. HCl / tetrahydrofuran / 8 h / 50 °C

7: 1.) O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, 2.) N-methylmorpholine / 1.) DMF, 10 min, 2.) DMF, 16 h

With 4-methyl-morpholine; hydrogenchloride; sodium azide; methanesulfonic acid; potassium tetraborate; sodium cyanoborohydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; lithium chloride; In tetrahydrofuran; 2-methoxy-ethanol; isopropyl alcohol; toluene;
DOI:10.1021/jm970873c

Reference yield:

: 198904-78-8
methyl (S)-(1-hydrazinyl-3,3-dimethyl-1-oxobutan-2-yl)carbamate

: 198904-20-0
((S)-1-{N'-[4-(2-tert-Butyl-2H-tetrazol-5-yl)-benzyl]-N'-[(2S,3S)-2-hydroxy-3-((S)-2-methoxycarbonylamino-3,3-dimethyl-butyrylamino)-4-phenyl-butyl]-hydrazinocarbonyl}-2,2-dimethyl-propyl)-carbamic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / propan-2-ol / 18 h / Heating

2: 68 percent / MeSO₃H / toluene / 1 h / 110 °C

3: 1.) NaCNBH₃, p-TsOH, 2.) aq. K₂B₄O₇ / 1.) THF, 18 h, 2.) MeOH, THF, RT, overnight

4: 42 percent / propan-2-ol / 16 h / Heating

5: 100 percent / 2N aq. HCl / tetrahydrofuran / 8 h / 50 °C

6: 1.) O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, 2.) N-methylmorpholine / 1.) DMF, 10 min, 2.) DMF, 16 h

With 4-methyl-morpholine; hydrogenchloride; methanesulfonic acid; potassium tetraborate; sodium cyanoborohydride; O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; toluene-4-sulfonic acid; In tetrahydrofuran; isopropyl alcohol; toluene;
DOI:10.1021/jm970873c