(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

Base Information

Chemical Name:(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate
CAS No.:288291-99-6
Molecular Formula:C₃₂H₄₅N₃O₉S
Molecular Weight:647.79
Hs Code.:

(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

Synonyms:(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

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Chemical Property of (3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

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Technology Process of (3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

There total 13 articles about (3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate 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: 89.0%

: 288296-75-3
(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-3-[(1,3-benzodioxol-5-ylsulfonyl)(5-cyano-2,2-dimethylpentyl)amino]-1-benzyl-2-hydroxypropylcarbamate

: 288291-99-6
(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

Guidance literature:: With ammonia; hydrogen; nickel; In methanol; under 2068.59 Torr;
DOI:10.1016/j.bmcl.2003.12.008

Reference yield:

: 52387-40-3
5-chloro-2,2-dimethylpentanal

: 288291-99-6
(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / PTSA / toluene / Heating

2: 85 percent / dimethylsulfoxide / 18 h / 100 °C

3: aq. HCl / tetrahydrofuran / 4.5 h / 70 °C

4: 55 percent / NaBH(OAc)3; AcOH / dimethylformamide; tetrahydrofuran

5: 86 percent / DMAP; DIEA / tetrahydrofuran

6: 100 percent / TFA / CH₂Cl₂

7: 76 percent / DIEA / acetonitrile

8: 89 percent / H₂; NH₃ / Raney Ni / methanol / 2068.59 Torr

With hydrogenchloride; dmap; ammonia; hydrogen; sodium tris(acetoxy)borohydride; toluene-4-sulfonic acid; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; nickel; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/j.bmcl.2003.12.008

Reference yield:

: 98760-08-8,98818-34-9,98818-35-0,103127-56-6,98737-29-2
(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

: 288291-99-6
(3R,3aS,6aR)-hexahydro[2,3-b]furan-3-yl N-((1S,2R)-1-benzyl-3-[6-amino-2,2-dimethylhexyl][(3,4-methylenedioxyphenyl)sulfonyl]amino-2-hydroxypropyl)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / aq. NaN₃ / dimethylformamide / 100 °C

2: 98 percent / H₂ / Pd/C / methanol / 2068.59 Torr

3: 55 percent / NaBH(OAc)3; AcOH / dimethylformamide; tetrahydrofuran

4: 86 percent / DMAP; DIEA / tetrahydrofuran

5: 100 percent / TFA / CH₂Cl₂

6: 76 percent / DIEA / acetonitrile

7: 89 percent / H₂; NH₃ / Raney Ni / methanol / 2068.59 Torr

With dmap; sodium azide; ammonia; hydrogen; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; nickel; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2003.12.008