(3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Base Information

• Chemical Name: (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide
• CAS No.: 181826-47-1
• Molecular Formula: C₂₂H₃₀N₂O₄S
• Molecular Weight: 418.557

Synonyms:(3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Chemical Property of (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

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Technology Process of (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

There total 12 articles about (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide 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: 90.0%

allyltributylstanane (24850-33-7) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime (181826-43-7) → (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (181826-47-1) + (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2R)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Guidance literature:

With tin(II) trifluoromethanesulfonate; In acetonitrile; at -40 ℃; for 1h;

DOI:10.1016/j.tet.2007.05.091

Reference yield: 89.0%

tris(allyl)aluminum (18854-66-5) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime (181826-43-7) → (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (181826-47-1) + (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2R)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide

Guidance literature:

In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/j.tet.2007.05.091

Reference yield: 86.0%

allyl bromide (106-95-6) + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime → (3aS,6R,7aR)-1,4,5,7,7a-hexahydro-8,8-dimethyl-1-[(2S)-1-oxo-2-[(phenylmethoxy)amino]-4-pentenyl]-3H-3a,6-methano-2,1-benzisothiazole 2,2-dioxide (181826-47-1)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; water;

DOI:10.1002/(SICI)1521-3773(19991102)38:21<3159::AID-ANIE3159>3.0.CO;2-2

upstream raw materials:

allyl bromide

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-oxo-acetaldehyde O-benzyl-oxime

allyl iodid

Allyl acetate

Downstream raw materials:

C₂₅H₃₁Cl₃N₂O₆S

C₂₁H₂₅NO₈S

C₂₁H₂₃NO₅

N-benzyloxy-L-allylglycine

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