3-Thiomorpholinecarboxylic acid, 4-[(4-hydroxyphenyl)sulfonyl]-2,2-dimethyl-, methyl ester, (3S)-

Base Information

• Chemical Name: 3-Thiomorpholinecarboxylic acid, 4-[(4-hydroxyphenyl)sulfonyl]-2,2-dimethyl-, methyl ester, (3S)-
• CAS No.: 287408-09-7
• Molecular Formula: C₁₄H₁₉NO₅S₂
• Molecular Weight: 345.441
• Mol file: 287408-09-7.mol

Synonyms:

Chemical Property of 3-Thiomorpholinecarboxylic acid, 4-[(4-hydroxyphenyl)sulfonyl]-2,2-dimethyl-, methyl ester, (3S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Thiomorpholinecarboxylic acid, 4-[(4-hydroxyphenyl)sulfonyl]-2,2-dimethyl-, methyl ester, (3S)-

There total 1 articles about 3-Thiomorpholinecarboxylic acid, 4-[(4-hydroxyphenyl)sulfonyl]-2,2-dimethyl-, methyl ester, (3S)- 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:

methyl (3S)-2,2-dimethylthiomorpholine-3-carboxylate (192329-86-5) + 4-hydroxybenzene-1-sulfonyl chloride (4025-67-6) → (S)-4-(4-Hydroxy-benzenesulfonyl)-2,2-dimethyl-thiomorpholine-3-carboxylic acid methyl ester (287408-09-7)

Guidance literature:

With benzothiazole-2-sulphonic acid;

DOI:10.1016/j.bmcl.2005.12.020

Reference yield:

(S)-4-(4-Hydroxy-benzenesulfonyl)-2,2-dimethyl-thiomorpholine-3-carboxylic acid methyl ester (287408-09-7) → 4-[4-(6-tert-butoxycarbonylamino-hex-2-ynyloxy)-benzenesulfonyl]-2,2-dimethyl-thiomorpholine-3-carboxylic acid (287408-22-4)

Guidance literature:

Multi-step reaction with 7 steps

1: PPh₃; DEAD

2: PPTS

3: PPh₃; CBr₄

4: sodium azide

5: Bu₃P; water / tetrahydrofuran

6: LiI

With sodium azide; carbon tetrabromide; tributylphosphine; water; pyridinium p-toluenesulfonate; triphenylphosphine; lithium iodide; diethylazodicarboxylate; In tetrahydrofuran; 1: Mitsunobu alkylation;

DOI:10.1016/j.bmcl.2005.12.020

Reference yield:

(S)-4-(4-Hydroxy-benzenesulfonyl)-2,2-dimethyl-thiomorpholine-3-carboxylic acid methyl ester (287408-09-7) → (S)-2,2-Dimethyl-4-{4-[6-(tetrahydro-pyran-2-yloxy)-hex-2-ynyloxy]-benzenesulfonyl}-thiomorpholine-3-carboxylic acid

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃; DEAD

2: LiI / ethyl acetate

With triphenylphosphine; lithium iodide; diethylazodicarboxylate; In ethyl acetate; 1: Mitsunobu alkylation;

DOI:10.1016/j.bmcl.2005.12.020

upstream raw materials:

methyl (3S)-2,2-dimethylthiomorpholine-3-carboxylate

4-hydroxybenzene-1-sulfonyl chloride

Downstream raw materials:

(S)-2,2-Dimethyl-4-{4-[5-(tetrahydro-pyran-2-yloxy)-pent-2-ynyloxy]-benzenesulfonyl}-thiomorpholine-3-carboxylic acid methyl ester

(S)-2,2-Dimethyl-4-{4-[6-(tetrahydro-pyran-2-yloxy)-hex-2-ynyloxy]-benzenesulfonyl}-thiomorpholine-3-carboxylic acid methyl ester

(S)-2,2-Dimethyl-4-{4-[7-(tetrahydro-pyran-2-yloxy)-hept-2-ynyloxy]-benzenesulfonyl}-thiomorpholine-3-carboxylic acid methyl ester

(S)-4-[4-(7-Hydroxy-hept-2-ynyloxy)-benzenesulfonyl]-2,2-dimethyl-thiomorpholine-3-carboxylic acid methyl ester