(S)-2-(10,10-Dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid

Base Information

• Chemical Name: (S)-2-(10,10-Dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid
• CAS No.: 123168-07-0
• Molecular Formula: C₂₄H₂₁NO₆S
• Molecular Weight: 451.5

Synonyms:(S)-2-(10,10-Dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid

Chemical Property of (S)-2-(10,10-Dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid

Chemical Property:

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Technology Process of (S)-2-(10,10-Dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid

There total 3 articles about (S)-2-(10,10-Dioxo-9,10-dihydro-10λ⁶-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic 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: 82.4%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + <(10,10,10,10-tetrahydro-10,10-dioxothioxanthen-9-yl)methoxy>carbonyl chloride (123167-90-8) → (S)-2-(10,10-Dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid (123168-07-0)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; 1.) 0 deg C, 1 h, 2.) room temperature, 2 h;

DOI:10.1021/jo00286a019

Reference yield:

thioxanthen-9-yl-methanol (17394-18-2) → (S)-2-(10,10-Dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid (123168-07-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 52.6 percent / H₂O₂ / acetic acid / Ambient temperature

2: 76.6 percent / CH₂Cl₂ / 5 h / 0 °C

3: 82.4 percent / 10percent NaHCO₃ / dioxane / 1.) 0 deg C, 1 h, 2.) room temperature, 2 h

With dihydrogen peroxide; sodium hydrogencarbonate; In 1,4-dioxane; dichloromethane; acetic acid;

DOI:10.1021/jo00286a019

Reference yield:

(9H-thioxanthene-9-yl-10,10-dioxide)methanol (123167-89-5) → (S)-2-(10,10-Dioxo-9,10-dihydro-10λ6-thioxanthen-9-ylmethoxycarbonylamino)-3-phenyl-propionic acid (123168-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 76.6 percent / CH₂Cl₂ / 5 h / 0 °C

2: 82.4 percent / 10percent NaHCO₃ / dioxane / 1.) 0 deg C, 1 h, 2.) room temperature, 2 h

With sodium hydrogencarbonate; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jo00286a019

upstream raw materials:

L-phenylalanine

<(10,10,10,10-tetrahydro-10,10-dioxothioxanthen-9-yl)methoxy>carbonyl chloride

thioxanthen-9-yl-methanol

(9H-thioxanthene-9-yl-10,10-dioxide)methanol

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