methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

Base Information

Chemical Name:methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride
CAS No.:142929-39-3
Molecular Formula:C₃₁H₄₁N₅O₇S₂*ClH
Molecular Weight:696.289
Hs Code.:

methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

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Chemical Property of methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

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Technology Process of methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

There total 14 articles about methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride 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:

: (4S,7S,13S)-7-Benzyl-13-[(S)-2-tert-butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionylamino]-3,3,14,14-tetramethyl-6,9,12-trioxo-1,2-dithia-5,8,11-triaza-cyclotetradecane-4-carboxylic acid methyl ester

: 142929-39-3
methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; dichloromethane; for 0.25h; Ambient temperature;
DOI:10.1021/jm00094a002

Reference yield:

: 29913-83-5
D-penicillamine methyl ester

: 142929-39-3
methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 5 steps

1: 1-methylmorpholine (NMM) / tetrahydrofuran; dimethylformamide / 16 h / -23 - 20 °C

2: 72 percent / I₂ / aq. acetic acid / 0.33 h

3: HCl / tetrahydrofuran; dioxane / 0.25 h / Ambient temperature

4: 1-methylmorpholine (NMM) / tetrahydrofuran; dimethylformamide / 16 h / -23 - 20 °C

5: HCl / CH₂Cl₂; dioxane / 0.25 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; iodine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00094a002

Reference yield:

: 106624-70-8,41889-06-9
methyl (2S)-2-[[2-(t-butoxycarbonylamino)acetyl]amino]-3-phenylpropanoate

: 142929-39-3
methyl 13α-<<2(S)-amino-3-(4-hydroxyphenyl)-1-oxopropyl>amino>-3,3-14,14-tetramethyl-6,9,12-trioxo-7β-(phenylmethyl)-1,2-dithia-5,8,11-triazacyclotetradecane-(4R)-4α-carboxylate hydrochloride

Guidance literature:: Multi-step reaction with 9 steps

1: HCl(gas.) / CH₂Cl₂; dioxane / 0.25 h / Ambient temperature

2: 1-methylmorpholine (NMM) / tetrahydrofuran; dimethylformamide / 16 h / -23 - 20 °C

3: 90 percent / aq. LiOH / tetrahydrofuran / 0.5 h / 0 °C

4: 1-methylmorpholine (NMM) / tetrahydrofuran / 0.75 h / -23 °C

5: 1-methylmorpholine (NMM) / tetrahydrofuran; dimethylformamide / 16 h / -23 - 20 °C

6: 72 percent / I₂ / aq. acetic acid / 0.33 h

7: HCl / tetrahydrofuran; dioxane / 0.25 h / Ambient temperature

8: 1-methylmorpholine (NMM) / tetrahydrofuran; dimethylformamide / 16 h / -23 - 20 °C

9: HCl / CH₂Cl₂; dioxane / 0.25 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; iodine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1021/jm00094a002