(1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester
• CAS No.: 900187-22-6
• Molecular Formula: C₂₆H₄₅N₃O₇S
• Molecular Weight: 543.725

Synonyms:(1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester

Chemical Property of (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester

Chemical Property:

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Technology Process of (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester

There total 4 articles about (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester 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:

2-aminocaprolactam (21568-87-6) → (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester (900187-22-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / STAB / CH₂Cl₂

2: 88 percent / TEA / ethyl acetate

3: DMAP / acetonitrile

4: NaBH₄ / ethanol / 6 h

With dmap; sodium tetrahydroborate; TEA; sodium tris(acetoxy)borohydride; In ethanol; dichloromethane; ethyl acetate; acetonitrile;

DOI:10.1016/j.bmcl.2006.04.011

Reference yield:

p-acetylaminobenzenesulfonyl chloride (121-60-8) → (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester (900187-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / TEA / ethyl acetate

2: DMAP / acetonitrile

3: NaBH₄ / ethanol / 6 h

With dmap; sodium tetrahydroborate; TEA; In ethanol; ethyl acetate; acetonitrile;

DOI:10.1016/j.bmcl.2006.04.011

Reference yield:

(3S)-3-isobutylamino-azepan-2-one (359782-00-6) → (1-S)-{4-[(5-tert-butoxycarbonylamino-1-hydroxymethyl-pentyl)-isobutyl-sulfamoyl]-phenyl}-carbamic acid tert-butyl ester (900187-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 88 percent / TEA / ethyl acetate

2: DMAP / acetonitrile

3: NaBH₄ / ethanol / 6 h

With dmap; sodium tetrahydroborate; TEA; In ethanol; ethyl acetate; acetonitrile;

DOI:10.1016/j.bmcl.2006.04.011

upstream raw materials:

p-acetylaminobenzenesulfonyl chloride

2-aminocaprolactam

(3S)-3-isobutylamino-azepan-2-one

Nα-isobutyl-Nα-(4-acetamidobenzenesulfonyl)-L-α-amino-ε-caprolactam

Downstream raw materials:

(1S)-4-amino-N-(5-amino-1-hydroxymethyl-pentyl)-N-isobutyl-benzenesulfonamide

(1S,5S)-(1-{5-[(4-amino-benzenesulfonyl)-isobutyl-amino]-6-hydroxy-hexylcarbamoyl}-2,2-diphenyl-ethyl)-carbamic acid methyl ester

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