4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

Base Information

Chemical Name:4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid
CAS No.:195503-57-2
Molecular Formula:C₁₈H₂₄N₂O₅S
Molecular Weight:380.465
Hs Code.:

Synonyms:4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

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Chemical Property of 4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

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Technology Process of 4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

There total 6 articles about 4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-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: 95.0%

: 195503-56-1
{1-Methyl-1-[4-(methyl-phenyl-carbamoyl)-tetrahydro-thiopyran-4-ylcarbamoyl]-ethyl}-carbamic acid benzyl ester

: 195503-57-2
4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1002/hlca.19970800515

Reference yield:

: 1072-72-6
Tetrahydrothiopyran-4-one

: 195503-57-2
4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: 85 percent / t-BuOK / 2-methyl-propan-2-ol; 1,2-dimethoxy-ethane / 3 h / Ambient temperature

2: 97 percent / NaOH / ethanol; H₂O / 5 h / Heating

3: oxalyl chloride / CH₂Cl₂ / 0 deg c, 4 h, then rt., 1 h

4: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

5: 1.) LDA, diphenyl phosphorochloridate; 2.) NaN₃ / 1.) THF/heptane/ethylbenzene, rt., 24 h; 2.) THF/heptane/ethylbenzene, rt., 3 d

6: 80 percent / acetonitrile / 16 h / Ambient temperature

7: 95 percent / 6N HCl / tetrahydrofuran / 4 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; sodium azide; oxalyl dichloride; potassium tert-butylate; triethylamine; chlorophosphoric acid diphenyl ester; lithium diisopropyl amide; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; dichloromethane; water; acetonitrile; tert-butyl alcohol;
DOI:10.1002/hlca.19970800515

Reference yield:

: 89489-53-2
tetrahydro-2H-thiopyran-4-carboxylic acid

: 195503-57-2
4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-thiopyran-4-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl chloride / CH₂Cl₂ / 0 deg c, 4 h, then rt., 1 h

2: Et₃N / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) LDA, diphenyl phosphorochloridate; 2.) NaN₃ / 1.) THF/heptane/ethylbenzene, rt., 24 h; 2.) THF/heptane/ethylbenzene, rt., 3 d

4: 80 percent / acetonitrile / 16 h / Ambient temperature

5: 95 percent / 6N HCl / tetrahydrofuran / 4 h / Ambient temperature

With hydrogenchloride; sodium azide; oxalyl dichloride; triethylamine; chlorophosphoric acid diphenyl ester; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1002/hlca.19970800515