3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²⁴⁾,2,4⁽²⁵⁾,5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester

Base Information

• Chemical Name: 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²⁴⁾,2,4⁽²⁵⁾,5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester
• CAS No.: 1268158-25-3
• Molecular Formula: C₄₁H₄₂N₂O₆S₄
• Molecular Weight: 787.058

Synonyms:

Chemical Property of 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²⁴⁾,2,4⁽²⁵⁾,5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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Useful:

Technology Process of 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²⁴⁾,2,4⁽²⁵⁾,5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester

There total 16 articles about 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²⁴⁾,2,4⁽²⁵⁾,5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl 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:

3-{3-(3-formylbenzyloxy)-5-[(Z)-2-((E)-16-oxo-2-oxa-10,11-dithia-17,18-diaza-tricyclo[18.3.1.1(4,8)]pentacosa-1(23),4,6,8(25),18,20(24),21-heptaen-22-yl)vinyl]benzyldisulfanyl}propionic acid methyl ester (1268158-26-4) → 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1(24),2,4(25),5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester (1268158-25-3)

Guidance literature:

With 1,4-dithio-D,L-threitol; dimethyl 3,3'-dithiodipropionate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; at 20 ℃; for 24h; Darkness;

DOI:10.1002/anie.201004779

Reference yield:

S-3-(3-formylbenzyloxy)-5-vinylbenzyl ethanethioate (1268158-14-0) → 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1(24),2,4(25),5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester (1268158-25-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: toluene-4-sulfonic acid / methanol / 1 h / 20 °C / Inert atmosphere

2.1: methanol; sodium methylate / 3 h / 20 °C / Inert atmosphere

3.1: iodine; sodium methylate; potassium iodide / dichloromethane / 0.08 h / 20 °C

3.2: 1 h / 20 °C

4.1: hydrogenchloride; water / methanol; dichloromethane / 1 h / 20 °C

5.1: acetyl chloride / 5 h / 0 - 20 °C

6.1: [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene][2-isopropoxy-5-(2,2,2-trifluoroacetamido)benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / 100 °C / Inert atmosphere; Microwave irradiation

7.1: dichloromethane-d2 / 20 °C / Photolysis

8.1: 1,4-dithio-D,L-threitol; dimethyl 3,3'-dithiodipropionate; 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform / 24 h / 20 °C / Darkness

With hydrogenchloride; methanol; 1,4-dithio-D,L-threitol; dimethyl 3,3'-dithiodipropionate; [1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene][2-isopropoxy-5-(2,2,2-trifluoroacetamido)benzylidene]ruthenium(II) dichloride; water; iodine; sodium methylate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; acetyl chloride; potassium iodide; In methanol; dichloromethane; chloroform; dichloromethane-d2;

DOI:10.1002/anie.201004779

Reference yield:

3-{3-(3-formylbenzyloxy)-5-[(E)-2-((E)-16-oxo-2-oxa-10,11-dithia-17,18-diaza-tricyclo[18.3.1.1(4,8)]pentacosa-1(23),4,6,8(25),18,20(24),21-heptaen-22-yl)vinyl]benzyldisulfanyl}propionic acid methyl ester (1268158-19-5) → 3-{3-[(2Z,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1(24),2,4(25),5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester (1268158-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane-d2 / 20 °C / Photolysis

2: 1,4-dithio-D,L-threitol; dimethyl 3,3'-dithiodipropionate; 1,8-diazabicyclo[5.4.0]undec-7-ene / chloroform / 24 h / 20 °C / Darkness

With 1,4-dithio-D,L-threitol; dimethyl 3,3'-dithiodipropionate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; dichloromethane-d2;

DOI:10.1002/anie.201004779

upstream raw materials:

S-3-(3-formylbenzyloxy)-5-vinylbenzyl ethanethioate

3-((3-(3-formylbenzyloxy)-5-vinylbenzyl)disulfanyl)propanoic acid

3-((3-(3-formylbenzyloxy)-5-vinylbenzyl)disulfanyl)propanoate

3-{3-(3-formylbenzyloxy)-5-[(E)-2-((E)-16-oxo-2-oxa-10,11-dithia-17,18-diaza-tricyclo[18.3.1.1(4,8)]pentacosa-1⁽²³⁾,4,6,8⁽²⁵⁾,18,20⁽²⁴⁾,21-heptaen-22-yl)vinyl]benzyldisulfanyl}propionic acid methyl ester

Downstream raw materials:

3-{3-(3-formylbenzyloxy)-5-[(E)-2-((E)-16-oxo-2-oxa-10,11-dithia-17,18-diaza-tricyclo[18.3.1.1(4,8)]pentacosa-1⁽²³⁾,4,6,8⁽²⁵⁾,18,20⁽²⁴⁾,21-heptaen-22-yl)vinyl]benzyldisulfanyl}propionic acid methyl ester

3-(3-{3-formyl-5-[(E)-2-((E)-12-oxo-2-oxa-17,18-dithia-10,11-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²³⁾,4,6,8⁽²⁵⁾,9,20⁽²⁴⁾,21-heptaen-22-yl)vinyl]phenoxymethyl}benzyldisulfanyl)propionic acid methyl ester

3-{3-[(2E,18E)-6-(3-formylbenzyloxy)-16-oxo-10,11-dithia-17,18-diazatricyclo[18.3.1.1(4,8)]pentacosa-1⁽²⁴⁾,2,4⁽²⁵⁾,5,7,18,20,22-octaen-22-yloxymethyl]benzyldisulfanyl}propionic acid methyl ester

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