tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate

Base Information

• Chemical Name: tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate
• CAS No.: 238748-80-6
• Molecular Formula: C₂₂H₃₅N₃O₃S
• Molecular Weight: 421.604

Synonyms:

Chemical Property of tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate

There total 2 articles about tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate 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:

N-(tert-butyloxycarbonyl)-L-isoleucine (13139-16-7) → tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate (238748-80-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) isobutyl chloroformate, N-methylmorpholine, 2.) H₂S / 1.) THF, -10 deg C, 5 min, 2.) THF, -10 deg C, 1 h

2: CH₂Cl₂ / 0.5 h / Ambient temperature

With 4-methyl-morpholine; hydrogen sulfide; isobutyl chloroformate; In dichloromethane;

DOI:10.1002/(SICI)1522-2675(19990609)82:6<888::AID-HLCA888>3.0.CO;2-5

Reference yield:

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine (75755-40-7) + Boc-Ile-SH (738590-97-1) → tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate (238748-80-6)

Guidance literature:

In dichloromethane; for 0.5h; Yield given; Ambient temperature;

DOI:10.1002/(SICI)1522-2675(19990609)82:6<888::AID-HLCA888>3.0.CO;2-5

Reference yield:

tert-butyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate (238748-80-6) → (2S,3S)-2-amino-N-{1,1-dimethyl-2-[methyl(phenyl)amino]-2-thioxoethyl}-3-methylpentanamide (351196-93-5)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; for 15h; Ambient temperature;

DOI:10.1002/(SICI)1522-2675(19990609)82:6<888::AID-HLCA888>3.0.CO;2-5

upstream raw materials:

2,2-dimethyl-3-(N-methyl-N-phenylamino)-2H-azirine

Boc-Ile-SH

N-(tert-butyloxycarbonyl)-L-isoleucine

Downstream raw materials:

(9H-Fluoren-9-yl)methyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-thioxoethyl>amino>carbonyl>butyl>carbamate

(2S,3S)-2-amino-N-{1,1-dimethyl-2-[methyl(phenyl)amino]-2-thioxoethyl}-3-methylpentanamide

(9H-Fluoren-9-yl)methyl N-<(1S,2S)-2-methyl-1-<<<1,1-dimethyl-2--2-oxoethyl>amino>thioxomethyl>butyl>carbamate

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