(S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid

Base Information

• Chemical Name: (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid
• CAS No.: 367259-39-0
• Molecular Formula: C₂₅H₃₄N₂O₅
• Molecular Weight: 442.555

Synonyms:(S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid

Chemical Property of (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid

There total 7 articles about (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid 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: 98.0%

(S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.016,20]henicosa-13(21),14,16(20)-triene-18-carboxylic acid methyl ester (367259-38-9) → (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.016,20]henicosa-13(21),14,16(20)-triene-18-carboxylic acid (367259-39-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 4h;

DOI:10.1021/jm050520a

Reference yield:

(S,S)-2-(2-cyclohexyl-2-hept-6-enoylaminoacetyl)-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester (367259-36-7) → (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.016,20]henicosa-13(21),14,16(20)-triene-18-carboxylic acid (367259-39-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: borane*THF / tetrahydrofuran / 1.67 h / 0 °C

1.2: 93 percent / aq. H₂O₂; ethanol / tetrahydrofuran / 2.33 h / 0 - 20 °C / pH 7

2.1: 66 percent / 1,1'-(azodicarbonyl)dipiperidine; triphenylphosphine / CH₂Cl₂ / 82.33 h / 0 - 20 °C

3.1: 98 percent / aq. LiOH / methanol; tetrahydrofuran / 4 h / 0 - 20 °C

With lithium hydroxide; borane-THF; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; dichloromethane; 2.1: Mitsunobu reaction;

DOI:10.1021/jm050520a

Reference yield:

(S,S)-2-[2-cyclohexyl-2-(7-hydroxyheptanoylamino)acetyl]-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester (367259-37-8) → (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.016,20]henicosa-13(21),14,16(20)-triene-18-carboxylic acid (367259-39-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 66 percent / 1,1'-(azodicarbonyl)dipiperidine; triphenylphosphine / CH₂Cl₂ / 82.33 h / 0 - 20 °C

2: 98 percent / aq. LiOH / methanol; tetrahydrofuran / 4 h / 0 - 20 °C

With lithium hydroxide; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; dichloromethane; 1: Mitsunobu reaction;

DOI:10.1021/jm050520a

upstream raw materials:

(S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid methyl ester

(S,S)-2-(2-cyclohexyl-2-hept-6-enoylaminoacetyl)-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

(S,S)-2-[2-cyclohexyl-2-(7-hydroxyheptanoylamino)acetyl]-7-hydroxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid methyl ester

N-(tert-butoxycarbonyl)-L-cyclohexylglycine

Downstream raw materials:

{3-[((3S,18S)-3-Cyclohexyl-2,5-dioxo-12-oxa-1,4-diaza-tricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carbonyl)-amino]-2-hydroxy-hexanoylamino}-acetic acid benzyl ester

(S)-(2-{3-[((3S,18S)-3-Cyclohexyl-2,5-dioxo-12-oxa-1,4-diaza-tricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carbonyl)-amino]-2-hydroxy-hexanoylamino}-acetylamino)-phenyl-acetic acid tert-butyl ester

(3S,18S)-3-Cyclohexyl-2,5-dioxo-12-oxa-1,4-diaza-tricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid [1-(carbamoyl-hydroxy-methyl)-butyl]-amide

{3-[((3S,18S)-3-Cyclohexyl-2,5-dioxo-12-oxa-1,4-diaza-tricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carbonyl)-amino]-2-oxo-hexanoylamino}-acetic acid

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 367259-39-0 (S,S)-3-cyclohexyl-2,5-dioxo-12-oxa-1,4-diazatricyclo[11.5.3.0^16,20]henicosa-13⁽²¹⁾,14,16⁽²⁰⁾-triene-18-carboxylic acid

Send

Send

Metric Ton KG G Pound L ML

Send

Send