(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

Base Information

Chemical Name:(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate
CAS No.:288292-42-2
Molecular Formula:C₃₀H₄₄N₄O₇S
Molecular Weight:604.768
Hs Code.:

(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

Synonyms:(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

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Chemical Property of (3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

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Technology Process of (3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

There total 9 articles about (3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate 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: 79.0%

: 288296-42-4
(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-nitrophenylsulfonyl)(4-cyano-2,2-dimethylbutyl)amino]-2-hydroxypropylcarbamate

: 288292-42-2
(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

Guidance literature:: aluminum nickel;

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

: 288292-42-2
(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

Guidance literature:: Multi-step reaction with 7 steps

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

2: 86 percent / TFA / CH₂Cl₂

3: 77 percent / DIEA / acetonitrile

4: 98 percent / H₂ / Pd/C / methanol / 2068.59 Torr

5: 75 percent / NaBH(OAc)3; AcOH / tetrahydrofuran

6: DMAP; DIEA / tetrahydrofuran

7: 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

Reference yield:

: 162536-72-3
[R-(R*,S*)]-[3-Azido-2-hydroxy-1-(phenylmethyl) propyl]carbamic acid, 1,1-dimethylethyl ester

: 288292-42-2
(3R,3aS,6aR)hexahydrofuro[2,3-b]furan-3-yl N-(1S,2R)-1-benzyl-3-[(4-aminophenylsulfonyl)(5-amino-2,2-dimethylpentyl)amino]-2-hydroxypropylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / TFA / CH₂Cl₂

2: 77 percent / DIEA / acetonitrile

3: 98 percent / H₂ / Pd/C / methanol / 2068.59 Torr

4: 75 percent / NaBH(OAc)3; AcOH / tetrahydrofuran

5: DMAP; DIEA / tetrahydrofuran

6: H₂; NH₃ / Raney Ni / methanol / 2068.59 Torr

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