acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester

Base Information

• Chemical Name: acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester
• CAS No.: 158195-43-8
• Molecular Formula: C₁₉H₂₇NO₅S
• Molecular Weight: 381.493
• Mol file: 158195-43-8.mol

Synonyms:acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester

Chemical Property of acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester

There total 4 articles about acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester 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: 83.0%

1-acetoxy-1,3-butadiene (1515-76-0) + acrylcamphorsultam (94594-91-9) → acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester (158195-43-8)

Guidance literature:

With lithium perchlorate; In diethyl ether;

DOI:10.1016/0957-4166(94)80007-3

Reference yield: 30.0%

1-acetoxy-1,3-butadiene (1515-76-0) + acrylcamphorsultam (94594-91-9) → acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester (158195-43-8) + acetic acid (6R)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-(1S)-cyclohex-2-enyl ester + acetic acid (5R)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-(1S)-cyclohex-2-enyl ester

Guidance literature:

In toluene; for 6h; Heating;

DOI:10.1021/jo001640n

Reference yield:

(2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) → acetic acid (6S)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]decane-4-carbonyl)-(1R)-cyclohex-2-enyl ester (158195-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent

2: 83 percent Turnov_. / LiClO₄ / diethyl ether

With lithium perchlorate; In diethyl ether;

DOI:10.1021/jo951693i

upstream raw materials:

1-acetoxy-1,3-butadiene

acrylcamphorsultam

(2R)-bornane-10,2-sultam

Downstream raw materials:

(1S,2R)-2-methoxy-3-cyclohexenyl-1-carboxylic acid

(1S,2R)-2-hydroxy-3-cyclohexanecarboxylic acid

cyclo-[N-(tert-butyloxycarbonyl)-O-[[N-[(2S,3R,4S)-4-[(1S,2S,3S)-3-amino-2-benzyloxycyclohexanecarbonyl]oxy-3-(methoxymethoxy)-2,5-dimethylhexanoyl]-L-leucyl]-L-prolyl-N,O-dimethyl-L-tyrosyl]-L-threonyl]

C₇₀H₉₅N₅O₁₇